CAS: 82508-32-5; 5-((3R,4S,4As,9Ar)-4A-Acetoxy-3,7-Dimethyl-1-Oxo-3,4,4A,5,6,9-Hexahydro-1H-4,9A-Ethanocyclohepta[c]Pyran-3-yl)-2-Methylpenta-2,4-Dienoic Acid

该化合物是一种天然化合物,主要来自普塞多拉里克-阿马比里斯树(俗称金发)的木头,被归类为三丁基,主要产物为三丁基,该化合物展示了各种生物活动,包括抗炎,抗沙素和抗硫素特性,使其对药理研究感兴趣.甲硫酸的特点是其独特的化学结构,其中包括一个单环三叶基框架.其行动机制往往涉及各种信号路径的调节,有助于其治疗潜力.此外,该化合物还就其对细胞扩散和癌症细胞中的流行病的影响进行了研究.该化合物通常在有机溶剂中溶解,其稳定性可能受到诸如pH和温度等环境因素的影响.由于其生物活性特性,正在探索甲硫酸A在药物开发和天然产品化学中的潜在应用.然而,为了充分了解其机制和潜在治疗用途,还需要进一步研究.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

C&L通报

上下游产品

acetyl chloride deacetylpseudolaric acid A H-azulene-3a-carbaldehyde1-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8a-hydroxy-6-methyl-2,3,4,7,8,8a-hexahydro-1H-azulene-3a-carbaldehyde H-azulen-3a-ol3-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8a-hydroxymethyl-6-methyl-2,3,4,5,8,8a-hexahydro-1H-azulen-3a-oldeacetylpseudolaric acid A

合成工艺路线路线简述

  • 82508-37-0 = 82508-32-5
    反应条件:1.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    915708-16-6 = 82508-32-5
    反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt2.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt2.2 Reagents: Sodium Bicarbonate; 10 Min,Rt3.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C4.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt4.3 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt5.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 75.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt5.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt6.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    915708-13-3 = 82508-32-5
    反应条件:1.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt1.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux2.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt3.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt4.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt4.2 Reagents: Sodium Bicarbonate; 10 Min,Rt5.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt6.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C6.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt6.3 Reagents: Ammonium Chloride Solvents: Water7.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt7.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 77.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt7.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt8.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C2.1 Solvents: Tetrahydrofuran; 1 H,-20 °C2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt3.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux4.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt5.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt6.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt6.2 Reagents: Sodium Bicarbonate; 10 Min,Rt7.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt8.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C8.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt8.3 Reagents: Ammonium Chloride Solvents: Water9.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt9.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 79.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt9.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt10.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C1.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt2.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C3.1 Solvents: Tetrahydrofuran; 1 H,-20 °C3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt4.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux5.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt6.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt7.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt7.2 Reagents: Sodium Bicarbonate; 10 Min,Rt8.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt9.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C9.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt9.3 Reagents: Ammonium Chloride Solvents: Water10.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt10.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 710.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt10.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt11.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt2.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C2.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt3.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C4.1 Solvents: Tetrahydrofuran; 1 H,-20 °C4.2 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt5.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux6.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt7.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt8.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt8.2 Reagents: Sodium Bicarbonate; 10 Min,Rt9.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt10.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C10.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt10.3 Reagents: Ammonium Chloride Solvents: Water11.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt11.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 711.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt11.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt12.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; 6 H,Rt2.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C3.2 Solvents: Dichloromethane; 30 Min,-78 °C3.3 Reagents: Triethylamine; 10 Min,-78 °C3.4 Reagents: Water4.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt5.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C5.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt6.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C7.1 Solvents: Tetrahydrofuran; 1 H,-20 °C7.2 Reagents: Ammonium Chloride Solvents: Water8.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt8.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux9.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt10.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt11.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt11.2 Reagents: Sodium Bicarbonate; 10 Min,Rt12.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt13.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C13.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt13.3 Reagents: Ammonium Chloride Solvents: Water14.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt14.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 714.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt14.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt15.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    69739-34-0 = 82508-32-5
    反应条件:1.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane; 30 Min,Rt2.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C2.2 Reagents: Potassium Sodium Tartrate Solvents: Water2.3 Reagents: Sulfuric Acid Solvents: Water; Ph 42.4 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,Rt2.5 Reagents: Ammonium Chloride Solvents: Water2.6 Catalysts: P-Toluenesulfonic Acid; 1 H,Rt2.7 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; 6 H,Rt4.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt4.2 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C5.2 Solvents: Dichloromethane; 30 Min,-78 °C5.3 Reagents: Triethylamine; 10 Min,-78 °C5.4 Reagents: Water6.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt7.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C7.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt8.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C9.1 Solvents: Tetrahydrofuran; 1 H,-20 °C9.2 Reagents: Ammonium Chloride Solvents: Water10.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt10.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux11.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt12.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt13.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt13.2 Reagents: Sodium Bicarbonate; 10 Min,Rt14.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt15.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C15.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt15.3 Reagents: Ammonium Chloride Solvents: Water16.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt16.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 716.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt16.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt17.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 71.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt1.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt2.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt1.3 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 72.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt2.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt3.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C2.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt2.3 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt3.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 73.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt3.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt4.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    915708-21-3 = 82508-32-5
    反应条件:1.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt1.2 Reagents: Sodium Bicarbonate; 10 Min,Rt2.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C3.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt3.3 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt4.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 74.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt4.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt5.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    915708-15-5 = 82508-32-5
    反应条件:1.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt2.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt3.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt3.2 Reagents: Sodium Bicarbonate; 10 Min,Rt4.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C5.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt5.3 Reagents: Ammonium Chloride Solvents: Water6.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt6.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 76.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt6.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt7.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    676-58-4 + 915708-12-2 = 82508-32-5
    反应条件:1.1 Solvents: Tetrahydrofuran; 1 H,-20 °C1.2 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt2.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux3.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt4.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt5.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt5.2 Reagents: Sodium Bicarbonate; 10 Min,Rt6.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt7.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C7.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt7.3 Reagents: Ammonium Chloride Solvents: Water8.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt8.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 78.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt8.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt9.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    = 82508-32-5
    反应条件:1.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C1.2 Solvents: Dichloromethane; 30 Min,-78 °C1.3 Reagents: Triethylamine; 10 Min,-78 °C1.4 Reagents: Water2.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt3.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C3.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt4.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C5.1 Solvents: Tetrahydrofuran; 1 H,-20 °C5.2 Reagents: Ammonium Chloride Solvents: Water6.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt6.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux7.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt8.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt9.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt9.2 Reagents: Sodium Bicarbonate; 10 Min,Rt10.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt11.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C11.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt11.3 Reagents: Ammonium Chloride Solvents: Water12.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt12.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 712.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt12.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt13.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    68236-10-2 = 82508-32-5
    反应条件:1.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C2.2 Solvents: Dichloromethane; 30 Min,-78 °C2.3 Reagents: Triethylamine; 10 Min,-78 °C2.4 Reagents: Water3.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt4.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C4.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt5.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C6.1 Solvents: Tetrahydrofuran; 1 H,-20 °C6.2 Reagents: Ammonium Chloride Solvents: Water7.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt7.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux8.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt9.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt10.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt10.2 Reagents: Sodium Bicarbonate; 10 Min,Rt11.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt12.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C12.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt12.3 Reagents: Ammonium Chloride Solvents: Water13.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt13.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 713.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt13.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt14.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    25636-49-1 = 82508-32-5
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C1.2 Reagents: Potassium Sodium Tartrate Solvents: Water1.3 Reagents: Sulfuric Acid Solvents: Water; Ph 41.4 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,Rt1.5 Reagents: Ammonium Chloride Solvents: Water1.6 Catalysts: P-Toluenesulfonic Acid; 1 H,Rt1.7 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; 6 H,Rt3.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C4.2 Solvents: Dichloromethane; 30 Min,-78 °C4.3 Reagents: Triethylamine; 10 Min,-78 °C4.4 Reagents: Water5.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt6.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C6.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt7.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C8.1 Solvents: Tetrahydrofuran; 1 H,-20 °C8.2 Reagents: Ammonium Chloride Solvents: Water9.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt9.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux10.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt11.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt12.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt12.2 Reagents: Sodium Bicarbonate; 10 Min,Rt13.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt14.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C14.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt14.3 Reagents: Ammonium Chloride Solvents: Water15.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt15.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 715.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt15.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt16.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    600-22-6 = 82508-32-5
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran,Hexane; 1 H,-78 °C1.2 Reagents: Triethylsilyl Chloride; 2 H,-78 °C -> Rt1.3 Catalysts: Copper(Ii) Triflate,2,2-Bis[2-[4(S)-Tert-Butyl-1,3-Oxazolinyl]]Propane Solvents: Dichloromethane; 4 H,Rt; Rt -> -78 °C1.4 Solvents: Dichloromethane; 15 H,-78 °C1.5 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 1 H2.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane; 30 Min,Rt3.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C3.2 Reagents: Potassium Sodium Tartrate Solvents: Water3.3 Reagents: Sulfuric Acid Solvents: Water; Ph 43.4 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,Rt3.5 Reagents: Ammonium Chloride Solvents: Water3.6 Catalysts: P-Toluenesulfonic Acid; 1 H,Rt3.7 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; 6 H,Rt5.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt5.2 Reagents: Ammonium Chloride Solvents: Water6.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C6.2 Solvents: Dichloromethane; 30 Min,-78 °C6.3 Reagents: Triethylamine; 10 Min,-78 °C6.4 Reagents: Water7.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt8.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C8.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt9.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C10.1 Solvents: Tetrahydrofuran; 1 H,-20 °C10.2 Reagents: Ammonium Chloride Solvents: Water11.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt11.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux12.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt13.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt14.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt14.2 Reagents: Sodium Bicarbonate; 10 Min,Rt15.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt16.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C16.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt16.3 Reagents: Ammonium Chloride Solvents: Water17.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt17.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 717.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt17.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt18.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201]

    915708-00-8 = 82508-32-5
    反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 5 Min,0 °C; 3 H,Rt2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran,Hexane; 1 H,-78 °C2.2 Reagents: Triethylsilyl Chloride; 2 H,-78 °C -> Rt2.3 Catalysts: Copper(Ii) Triflate,2,2-Bis[2-[4(S)-Tert-Butyl-1,3-Oxazolinyl]]Propane Solvents: Dichloromethane; 4 H,Rt; Rt -> -78 °C2.4 Solvents: Dichloromethane; 15 H,-78 °C2.5 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 1 H3.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane; 30 Min,Rt4.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C4.2 Reagents: Potassium Sodium Tartrate Solvents: Water4.3 Reagents: Sulfuric Acid Solvents: Water; Ph 44.4 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,Rt4.5 Reagents: Ammonium Chloride Solvents: Water4.6 Catalysts: P-Toluenesulfonic Acid; 1 H,Rt4.7 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; 6 H,Rt6.1 Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt6.2 Reagents: Ammonium Chloride Solvents: Water7.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; 20 Min,-78 °C7.2 Solvents: Dichloromethane; 30 Min,-78 °C7.3 Reagents: Triethylamine; 10 Min,-78 °C7.4 Reagents: Water8.1 Reagents: 2-Methyl-2-Butene,Monosodium Phosphate,Sodium Chlorite Solvents: Tert-Butanol,Water; Rt; 2 H,Rt9.1 Reagents: Triethylamine,Isobutyl Chloroformate Solvents: Diethyl Ether,Tetrahydrofuran; 30 Min,-20 °C; -20 °C -> 0 °C9.2 Solvents: Diethyl Ether; 0 °C; 3 H,Rt10.1 Reagents: (Trifluoromethyl)Benzene Catalysts: Rhodium,Tetrakis[μ-[(αs)-1,3-Dihydro-α-(1-Methylethyl)-1,3-Dioxo-2H-Benz[f]Isoi...; 3 H,-40 °C11.1 Solvents: Tetrahydrofuran; 1 H,-20 °C11.2 Reagents: Ammonium Chloride Solvents: Water12.1 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone,Thionyl Chloride; 0 °C; 0.5 H,Rt12.2 Reagents: Sodium Solvents: Diethyl Ether; 12 H,Reflux13.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Dichloromethane,Water; 2 H,Rt14.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt15.1 Catalysts: Camphorsulfonic Acid Solvents: Methanol; 1 H,Rt15.2 Reagents: Sodium Bicarbonate; 10 Min,Rt16.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt17.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C17.2 Solvents: Tetrahydrofuran; 5 H,0 °C -> Rt17.3 Reagents: Ammonium Chloride Solvents: Water18.1 Reagents: Acetic Acid Solvents: Water; 0.5 H,60 °C; 60 °C -> Rt18.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 718.3 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 1 H,Rt18.4 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 7 H,Rt19.1 Reagents: 4-(Dimethylamino)Pyridine; 8 H,Rt
    标题:Total Synthesis Of Pseudolaric Acid A
    作者:Geng,Zhe; Et Al
    参考文献:Angewandte Chemie 日期:2006 卷标:45(37) 页码:6197-6201
📜(1R,3Ar,8As)-1-((S)-2,2-Diethyl-4-Methyl-1,3-Dioxolan-4-yl)-8A-Hydroxy-6-Methyl-2,3,4,7,8,8A-Hexahydroazulene-3A(1H)-Carbaldehyde置于盐酸,4-二甲氨基吡啶,正丁基锂,Camphor-10-Sulfonic Acid,戴斯-马丁氧化剂,溶剂黄146体系中,用 四氢呋喃,正己烷,二氯甲烷 作为反应溶剂,化学反应 18.5H,反应生成 土槿皮甲酸
参考文献:全合成假烟酸a.
标题:全合成假烟酸a.
摘要:
DOI:10.1002/anie.200602056

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主要参考文献

参考标题:A Concise Approach For The Total Synthesis Of Pseudolaric Acid A
作者:Tao Xu,Chuang-Chuang Li,Zhen Yang |发布日期:2011.5.20
摘要:The Stereoselective Total Synthesis Of Natural Product Pseudolaric Acid A (1) Was Accomplished In 16 Steps From Commercially Available Starting Material, Featuring A Samarium Diiodide (Smi2)-Mediated Intramolecular Alkene-Ketyl Radical Cyclization And A Ring-Closing Metathesis (Rcm) Reaction To Stereoselectively Cast The Unusual Trans-Fused [5-7]-Bicyclic Core Of Pseudolaric Acid A (1).

合成参考文献


参考文献:10.1021/np0200010
摘要:Yang SP, Wu Y, Yue JM. Five new diterpenoids from Pseudolarix kaempferi. J Nat Prod. 2002 Jul;65(7):1041–4. doi: 10.1021/np0200010.
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