CAS: 80483-89-2; (2R,3S,22S,24S)-2,3,22,23-Tetrahydroxy-24-Ethyl-β-Homo-7-Oxa-5A-Cholestan-6-One

该化合物是一种生物活性铜质素化合物,以其强大的植物生长调节特性而著称.在结构上,它与天然的甲状腺素相似,在促进细胞延长,分解和植物压力耐受力方面表现出了更大的稳定性和效力.它的立体特性(22S,23S)确保了黄质素受体的高度亲近性,使得在作物产量提高和非生物应激反应等应用中能够进行低剂量活动.该化合物因其在改善光合作,营养摄入和抗抗抗旱和盐碱等环境压力的作用而得到了广泛研究.它的合成纯度和持续生物活性为农业研究和精准农业应用提供了价值.

结构式图片

上下游产品

CAS号80483-88-1 (2α,3α,22S,23S)... | CAS号110556-61-1 (2R,3S,22S,23S)... | CAS号74174-45-1 (22E,24S)-5α-st... | CAS号110556-55-3 6-trimethylsilo... | CAS号110556-56-4 (2R,3S,7S,22S,2... | CAS号110556-57-5 (2R,3S,7S,22S,2... | CAS号110556-60-0 methyl (2R,3S,2...

合成工艺路线路线简述

  • 99647-00-4 = 80483-89-2
    反应条件:1.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:Synthesis Of 22S,23S-Brassinosteroids Based On Stigmasterol
    作者:Akhrem,A. A.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1987 卷标:23(4) 页码:762-70]

    99647-00-4 = 80483-89-2
    反应条件:1.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:New Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Akhrem,A. A.; Et Al
    参考文献:Doklady Akademii Nauk Sssr 日期:1985 卷标:283(1) 页码:130-3]

    80483-88-1 = 80483-89-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 4 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Reflux1.3 Solvents: Chloroform1.4 Reagents: Sodium Bicarbonate,Sodium Chloride Solvents: Water
    标题:New Route For The Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Massey,Archna P.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(3) 页码:426-430]

    80483-87-0 = 80483-89-2
    反应条件:1.1 Reagents: Trifluoroacetic Acid,Sodium Peroxoborate; 6 H,60 °C; 60 °C -> Rt1.2 Solvents: Water; Rt1.3 Solvents: Ethyl Acetate; Rt1.4 Reagents: N,N,N′,N′-Tetramethylethylenediamine,Sodium Chloride Solvents: Water2.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 4 H,Reflux; Reflux -> Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Reflux2.3 Solvents: Chloroform2.4 Reagents: Sodium Bicarbonate,Sodium Chloride Solvents: Water
    标题:New Route For The Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Massey,Archna P.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(3) 页码:426-430]

    = 80483-89-2
    反应条件:1.1 Catalysts: 4-(Dimethylamino)Pyridine Solvents: Pyridine; 16 H,28 °C2.1 Reagents: Trifluoroacetic Acid,Sodium Peroxoborate; 6 H,60 °C; 60 °C -> Rt2.2 Solvents: Water; Rt2.3 Solvents: Ethyl Acetate; Rt2.4 Reagents: N,N,N′,N′-Tetramethylethylenediamine,Sodium Chloride Solvents: Water3.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 4 H,Reflux; Reflux -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Reflux3.3 Solvents: Chloroform3.4 Reagents: Sodium Bicarbonate,Sodium Chloride Solvents: Water
    标题:New Route For The Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Massey,Archna P.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(3) 页码:426-430]

    92804-65-4 = 80483-89-2
    反应条件:1.1 Reagents: Bromine Solvents: Chloroform2.1 Reagents: Lithium Carbonate (Li2Co3) Solvents: Dimethylformamide3.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:Synthesis Of 22S,23S-Brassinosteroids Based On Stigmasterol
    作者:Akhrem,A. A.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1987 卷标:23(4) 页码:762-70]

    99646-98-7 = 80483-89-2
    反应条件:1.1 Reagents: Lithium Carbonate (Li2Co3) Solvents: Dimethylformamide2.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:Synthesis Of 22S,23S-Brassinosteroids Based On Stigmasterol
    作者:Akhrem,A. A.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1987 卷标:23(4) 页码:762-70]

    = 80483-89-2
    反应条件:1.1 Reagents: Phenol,Lithium Carbonate (Li2Co3),Lithium Bromide Solvents: Dimethylformamide2.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:New Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Akhrem,A. A.; Et Al
    参考文献:Doklady Akademii Nauk Sssr 日期:1985 卷标:283(1) 页码:130-3]

    83510-06-9 = 80483-89-2
    反应条件:1.1 Catalysts: 4-(Dimethylamino)Pyridine Solvents: Pyridine; 16 H,28 °C2.1 Reagents: Trifluoroacetic Acid,Sodium Peroxoborate; 6 H,60 °C; 60 °C -> Rt2.2 Solvents: Water; Rt2.3 Solvents: Ethyl Acetate; Rt2.4 Reagents: N,N,N′,N′-Tetramethylethylenediamine,Sodium Chloride Solvents: Water3.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 4 H,Reflux; Reflux -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Reflux3.3 Solvents: Chloroform3.4 Reagents: Sodium Bicarbonate,Sodium Chloride Solvents: Water
    标题:New Route For The Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Massey,Archna P.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(3) 页码:426-430]

    74174-49-5 = 80483-89-2
    反应条件:1.1 Reagents: Bromine Solvents: Dichloromethane1.2 Reagents: Hydrogen Bromide Solvents: Acetic Acid,Chloroform2.1 Reagents: Lithium Carbonate (Li2Co3) Solvents: Dimethylformamide3.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:Synthesis Of 22S,23S-Brassinosteroids Based On Stigmasterol
    作者:Akhrem,A. A.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1987 卷标:23(4) 页码:762-70]

    74174-49-5 = 80483-89-2
    反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Acetic Acid,Water2.1 Reagents: Bromine Solvents: Chloroform3.1 Reagents: 2,2,2-Trifluoroethaneperoxoic Acid Solvents: Dichloromethane4.1 Reagents: Phenol,Lithium Carbonate (Li2Co3),Lithium Bromide Solvents: Dimethylformamide5.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:New Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Akhrem,A. A.; Et Al
    参考文献:Doklady Akademii Nauk Sssr 日期:1985 卷标:283(1) 页码:130-3]

    92804-65-4 = 80483-89-2
    反应条件:1.1 Reagents: Bromine Solvents: Chloroform2.1 Reagents: 2,2,2-Trifluoroethaneperoxoic Acid Solvents: Dichloromethane3.1 Reagents: Phenol,Lithium Carbonate (Li2Co3),Lithium Bromide Solvents: Dimethylformamide4.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:New Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Akhrem,A. A.; Et Al
    参考文献:Doklady Akademii Nauk Sssr 日期:1985 卷标:283(1) 页码:130-3]

    = 80483-89-2
    反应条件:1.1 Reagents: 2,2,2-Trifluoroethaneperoxoic Acid Solvents: Dichloromethane2.1 Reagents: Phenol,Lithium Carbonate (Li2Co3),Lithium Bromide Solvents: Dimethylformamide3.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:New Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Akhrem,A. A.; Et Al
    参考文献:Doklady Akademii Nauk Sssr 日期:1985 卷标:283(1) 页码:130-3]

    74174-45-1 = 80483-89-2
    反应条件:1.1 Reagents: Sodium Periodate Catalysts: Ruthenium Trichloride Solvents: Acetone,Acetonitrile,Ethyl Acetate,Water; 3 Min,4 °C; 3 Min,5 - 6 °C1.2 Reagents: Sodium Pyrosulfite Solvents: Water; 5 Min1.3 Solvents: Ethyl Acetate1.4 Reagents: Sodium Chloride Solvents: Water2.1 Catalysts: 4-(Dimethylamino)Pyridine Solvents: Pyridine; 16 H,28 °C3.1 Reagents: Trifluoroacetic Acid,Sodium Peroxoborate; 6 H,60 °C; 60 °C -> Rt3.2 Solvents: Water; Rt3.3 Solvents: Ethyl Acetate; Rt3.4 Reagents: N,N,N′,N′-Tetramethylethylenediamine,Sodium Chloride Solvents: Water4.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 4 H,Reflux; Reflux -> Rt4.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Reflux4.3 Solvents: Chloroform4.4 Reagents: Sodium Bicarbonate,Sodium Chloride Solvents: Water
    标题:New Route For The Synthesis Of (22S,23S)-28-Homobrassinolide
    作者:Massey,Archna P.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(3) 页码:426-430]

    83-48-7 = 80483-89-2
    反应条件:1.1 Reagents: Tosyl Chloride Solvents: Pyridine1.2 Reagents: Potassium Acetate Solvents: Acetone,Water1.3 Reagents: Chromic Acid (H2Cro4)2.1 Reagents: Bromine Solvents: Dichloromethane2.2 Reagents: Hydrogen Bromide Solvents: Acetic Acid,Chloroform3.1 Reagents: Lithium Carbonate (Li2Co3) Solvents: Dimethylformamide4.1 Reagents: Osmium Tetroxide Solvents: Pyridine
    标题:Synthesis Of 22S,23S-Brassinosteroids Based On Stigmasterol
    作者:Akhrem,A. A.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1987 卷标:23(4) 页码:762-70
📜(22E,24S)-3β-Bromo-5α-Stigmasta-22-En-6-One置于四氧化锇,硫酸,溴,Lithium Carbonate,Sodium Sulfite体系中,用 氯仿,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 31.5H,反应生成 28-表高油菜素内酯
参考文献:Akhrem,A. A.; Lakhvich,F. A.; Khripach,V. A.,Journal Of Organic Chemistry Ussr (English Translation),1987,Vol. 23,# 4,P. 686-692
标题:Akhrem,A. A.; Lakhvich,F. A.; Khripach,V. A.,Journal Of Organic Chemistry Ussr (English Translation),1987,Vol. 23,# 4,P. 686-692

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Synthesis Of (22S, 23S)-Homobrassinolide And Brassinolide From Stigmasterol
作者:Kenji Mori,Masayuki Sakakibara,Yoshitaka Ichikawa,Hiraki Ueda,Katsuhide Okada,Takeaki Umemura,Goro Yabuta,Shigefumi Kuwahara,Michitada Kondo,Masao Minobe,Akemi Sogabe |发布日期:1982.1
摘要:23S)-Homobrassinolide (2α, 3α, 22S, 23S-Tetrahydroxy-24S-Etyl-B-Homo-7-Oxa-5α-Cholestan-6-One) And Brassinolide (2α, 3α 22R, 23R-Tetrahydroxy-24S-Methyl-B-Homo-7-Oxa-5α-Cholestan-6-One) Were Synthesized From Stigmasterol And Shown To Promote Plant Growth.

合成参考文献


参考文献:10.1126/science.1174621
摘要:Lingwood D, Simons K. Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 01;327(5961):46–50. doi: 10.1126/science.1174621.
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