CAS: 869799-76-8; Threo-Guaiacylglycerol Beta-Coniferyl Ether

该化合物是一种来自九氯硝基苯酚化合物,其特点是其独特的β-O-4丙烯醚联系.这一结构对离心化学具有重大兴趣,因为它是研究离心降解和生物合成途径的示范化合物.其定义明确的分子结构使其对酶裂痕机制,聚合物稳定性和生物量转化过程的研究具有价值.该化合物的立体立体阵列配置进一步有助于调查对离心再活性的立体化学影响.作为一种高纯度参考标准,它支持可再生能源科学的分析方法开发和结构解释研究.其合成无障碍性还有利于绿色化学应用的受控实验.

英文名称Threo-Guaiacylglycerol Beta-Coniferyl Ether
中文名称(1R,2R)-1-(4-羟基-3-甲氧基苯基)-2-[4-[(1E)-3-羟基-1-丙烯-1-基]-2-甲氧基苯氧基]-1,3-丙二醇
IUPAC名称(1R,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-(4-((E)-3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)propane-1,3-diol
其它别名Threo-Guaiacylglycerolconiferyl Ether Beta-; Threo-Guaiacylglycerol Beta-Coniferyl Ether; Threo-Guaiacylglycerol β-Coniferyl Ether; (1R,2R)-1-(4-Hydroxy-3-Methoxyphenyl)-2-[4-[(1E)-3-Hydroxy-1-Propen-1-Yl]-2-Methoxyphenoxy]-1,3-Propanediol; 1,3-Propanediol, 1-(4-Hydroxy-3-Methoxyphenyl)-2-[4-[(1E)-3-Hydroxy-1-Propen-1-Yl]-2-Methoxyphenoxy]-, (1R,2R)-
CAS编号869799-76-8
MFCD编号:MFCD20260699
分子式:C20H24O7分子量:376.4
产品CID: 1873812
产品分类天然产物 → 木脂素

相似结构搜索
InChIKey: FYEZJIXULOZDRT-FMEUAVTJSA-N
InChI=1S/C20H24O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-8,10-11,19-24H,9,12H2,1-2H3/b4-3+/t19-,20-/m1/s1
计算化学: 氢键受体数7.0氢键供体数4.0可旋转键数9.0

MSDS等安全信息

警示词Warning
危险描述H315-H319-H335-
防范说明P261-P305+P351+P338-
安全声明H303+H313+H333

合成工艺路线路线简述

127-09-3 = 869799-76-8
反应条件:1.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C2.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C2.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

69404-94-0 = 869799-76-8
反应条件:1.1 Reagents: Methanesulfonic Acid,1,1,1-Trifluoro-,Anhydride With B,B-Dibutylborinic Acid Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 0.25 H,22 °C1.2 Reagents: Diisopropylethylamine; 0.08 H,22 °C; 0.5 H,22 °C; 22 °C -> -78 °C1.3 Solvents: Dichloromethane; 0.75 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C; 4 H,0 °C1.4 Solvents: Water; Ph 71.5 Reagents: Hydrogen Peroxide Solvents: Methanol,Water; 1 H,0 °C -> 22 °C2.1 Reagents: Lithium Borohydride Solvents: Methanol,Tetrahydrofuran; 0.08 H,0 °C; 0.5 H,0 °C; 0 °C -> 22 °C; 2 H,22 °C2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C4.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C4.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

72-18-4 = 869799-76-8
反应条件:1.1 -2.1 Reagents: Oxalyl Chloride Catalysts: Dimethylformamide Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 1 H,22 °C2.2 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 0.25 H,0 °C; 0.5 H,0 °C; 0 °C -> -78 °C2.3 Solvents: Tetrahydrofuran; 0.25 H,-78 °C; 0.5 H,-78 °C; -78 °C -> 22 °C; 3 H,22 °C; 22 °C -> 0 °C2.4 Reagents: Ammonium Chloride Solvents: Water2.5 Reagents: Acetic Acid; 0.25 H,0 °C -> 22 °C3.1 Reagents: Methanesulfonic Acid,1,1,1-Trifluoro-,Anhydride With B,B-Dibutylborinic Acid Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 0.25 H,22 °C3.2 Reagents: Diisopropylethylamine; 0.08 H,22 °C; 0.5 H,22 °C; 22 °C -> -78 °C3.3 Solvents: Dichloromethane; 0.75 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C; 4 H,0 °C3.4 Solvents: Water; Ph 73.5 Reagents: Hydrogen Peroxide Solvents: Methanol,Water; 1 H,0 °C -> 22 °C4.1 Reagents: Lithium Borohydride Solvents: Methanol,Tetrahydrofuran; 0.08 H,0 °C; 0.5 H,0 °C; 0 °C -> 22 °C; 2 H,22 °C4.2 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C6.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C6.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

= 869799-76-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C1.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

= 869799-76-8
反应条件:1.1 Reagents: Lithium Borohydride Solvents: Methanol,Tetrahydrofuran; 0.08 H,0 °C; 0.5 H,0 °C; 0 °C -> 22 °C; 2 H,22 °C1.2 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C3.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C3.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

6331-61-9 + 184346-45-0 = 869799-76-8
反应条件:1.1 Reagents: Oxalyl Chloride Catalysts: Dimethylformamide Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 1 H,22 °C1.2 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 0.25 H,0 °C; 0.5 H,0 °C; 0 °C -> -78 °C1.3 Solvents: Tetrahydrofuran; 0.25 H,-78 °C; 0.5 H,-78 °C; -78 °C -> 22 °C; 3 H,22 °C; 22 °C -> 0 °C1.4 Reagents: Ammonium Chloride Solvents: Water1.5 Reagents: Acetic Acid; 0.25 H,0 °C -> 22 °C2.1 Reagents: Methanesulfonic Acid,1,1,1-Trifluoro-,Anhydride With B,B-Dibutylborinic Acid Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 0.25 H,22 °C2.2 Reagents: Diisopropylethylamine; 0.08 H,22 °C; 0.5 H,22 °C; 22 °C -> -78 °C2.3 Solvents: Dichloromethane; 0.75 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C; 4 H,0 °C2.4 Solvents: Water; Ph 72.5 Reagents: Hydrogen Peroxide Solvents: Methanol,Water; 1 H,0 °C -> 22 °C3.1 Reagents: Lithium Borohydride Solvents: Methanol,Tetrahydrofuran; 0.08 H,0 °C; 0.5 H,0 °C; 0 °C -> 22 °C; 2 H,22 °C3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C5.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C5.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388]

97-53-0 + 105-36-2 = 869799-76-8
反应条件:1.1 Reagents: Potassium Carbonate1.2 Reagents: Sodium Hydroxide2.1 Reagents: Oxalyl Chloride Catalysts: Dimethylformamide Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 1 H,22 °C2.2 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 0.25 H,0 °C; 0.5 H,0 °C; 0 °C -> -78 °C2.3 Solvents: Tetrahydrofuran; 0.25 H,-78 °C; 0.5 H,-78 °C; -78 °C -> 22 °C; 3 H,22 °C; 22 °C -> 0 °C2.4 Reagents: Ammonium Chloride Solvents: Water2.5 Reagents: Acetic Acid; 0.25 H,0 °C -> 22 °C3.1 Reagents: Methanesulfonic Acid,1,1,1-Trifluoro-,Anhydride With B,B-Dibutylborinic Acid Solvents: Dichloromethane; 0.08 H,0 °C; 0 °C -> 22 °C; 0.25 H,22 °C3.2 Reagents: Diisopropylethylamine; 0.08 H,22 °C; 0.5 H,22 °C; 22 °C -> -78 °C3.3 Solvents: Dichloromethane; 0.75 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C; 4 H,0 °C3.4 Solvents: Water; Ph 73.5 Reagents: Hydrogen Peroxide Solvents: Methanol,Water; 1 H,0 °C -> 22 °C4.1 Reagents: Lithium Borohydride Solvents: Methanol,Tetrahydrofuran; 0.08 H,0 °C; 0.5 H,0 °C; 0 °C -> 22 °C; 2 H,22 °C4.2 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Oxygen Catalysts: Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Acetic Acid,1,4-Dioxane; 0.25 H,22 °C; 22 °C -> 60 °C; 48 H,60 °C; 60 °C -> 22 °C6.1 Reagents: Potassium Carbonate Solvents: Methanol,Water; 18 H,22 °C6.2 Reagents: Acetic Acid Solvents: Ethyl Acetate; Ph 5
标题:Developing Neolignans As Proangiogenic Agents: Stereoselective Total Syntheses And Preliminary Biological Evaluations Of The Four Guaiacylglycerol 8-O-4'-Coniferyl Ethers
作者:Buckler,Joshua N.; Et Al
参考文献:Acs Omega 日期:2017 卷标:2(10) 页码:7375-7388