CAS: 95061-46-4; (R)-1,1,2-Triphenyl-1,2-Ethanediol

该化合物是一种手性二醇化合物,其特征是三个苯替代物和两个关于相邻碳原子的氢氧基化合物,这种结构具有重要的消毒和电子特性,使其成为不对称合成和手性解析过程中的宝贵中间体.它的僵化,对应纯净的框架对于光活的离心机,催化剂和药品的准备特别有用.该化合物在各种反应条件下的高度立体选择性和稳定性增强了其在精细化学和药用化学应用中的效用.其定义明确的配置也促进了立体化学和分子识别方面的研究.

英文名称(R)-1,1,2-Triphenyl-1,2-Ethanediol
中文名称(R)-(+)-1,1,2-三苯基-1,2-乙二醇
IUPAC名称(R)-1,1,2-triphenylethane-1,2-diol
其它别名(R)-(+)-1,1,2-Triphenyl-1,2-Ethanediol; 1,1,2-Triphenyl-1,2-Ethanediol; (2R)-1,1,2-Triphenyl-1,2-Ethanediol; (2R)-1,1,2-Triphenylethylene Glycol; (R)-1,1,2-Triphenylethylene Glycol; (R)-1,1,2-Triphenylethane-1,2-Diol,E.E.; 1,2-Ethanediol, 1,1,2-Triphenyl-, (2R)-; (2R)-1,1,2-Triphenylethane-1,2-Diol
CAS编号95061-46-4
MFCD编号:MFCD00134424
分子式:C20H18O2
分子量:290.36
产品CID: 2002858
产品分类有机原料 → 醇、酚、酚醇类化合物及衍生物 → 环醇

相似结构搜索
产品信息参考;;;;
InChIKey: GWVWUZJOQHWMFB-LJQANCHMSA-N
InChI=1S/C20H18O2/c21-19(16-10-4-1-5-11-16)20(22,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19,21-22H/t19-/m1/s1…
计算化学: 氢键受体数2.0氢键供体数2.0可旋转键数4.0

物理性质

熔点126 °C
沸点452.3±40.0 °C at 760 mmHg
闪点210.0±21.9 °C
密度1.2±0.1 g/cm3
pKa:12.87±0.29(预测)
PSA:40.46
LogP:3.82
折射率1.639
蒸汽压0.0±1.2 mmHg at 25°C
溶解性Sol Dichloromethane, Chloroform, Thf, Ethanol; Insol Hexane.
敏感性常温常压下稳定，避免与强氧化剂接触。
外观形态白色至几乎白色粉末至晶体
储存条件密封, 常温干燥保存
产品应用该化合物用于通过立体选择性添加代同素,产生手性单酯;形成O-硅圆形和环磷酸酯.

上下游产品

合成工艺路线路线简述

20698-91-3 = 95061-46-4
反应条件:1.1 Solvents: Tetrahydrofuran
标题:Stereoselective Aldol Reactions With (R)- And (S)-2-Hydroxy-1,2,2-Triphenylethyl Acetate And Related Glycol Monoacetates
作者:Devant,Ralf; Mahler,Ulrike; Braun,Manfred
参考文献:Chemische Berichte 日期:1988 卷标:121(3) 页码:397-406]

1086338-52-4 = 95061-46-4
反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; 16 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Diethyl Ether,Water; Rt
标题:Comprehensive Experimental And Theoretical Studies Of Configurationally Labile Epimeric Diamine Complexes Of α-Lithiated Benzyl Carbamates
作者:Lange,Heiko; Huenerbein,Robert; Wibbeling,Birgit; Froehlich,Roland; Grimme,Stefan; Et Al
参考文献:Synthesis 日期:2008 卷标:(18) 页码:2905-2918]

= 95061-46-4 + 864408-78-6
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; 4 H,Reflux1.2 Solvents: Water; 1 - 2 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; 1 - 2 H,Ph 2 - 2.5,Rt
标题:Preparation Of Atorvastatin
参考文献:United States]

3886-69-9 + 95061-51-1 + 110862-46-9 = 95061-46-4 + 3886-69-9 + 864408-78-6
反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; -10 - 0 °C; 30 Min,0 °C; 0 °C -> -78 °C1.2 Solvents: 1,2-Dimethoxyethane; -78 °C; 30 Min,-78 °C1.3 Solvents: Methanol,Tert-Butyl Methyl Ether
标题:An Improved Process For The Preparation Of Atorvastatin And Intermediates
参考文献:World Intellectual Property Organization]

853879-33-1 = 95061-46-4
反应条件:1.1 Catalysts: Molybdophosphoric Acid (H3Pmo12O40),Hydrate Solvents: Tetrahydrofuran; 20 Min,Rt
标题:A Facile,Catalytic,And Environmentally Benign Method For Selective Deprotection Of Tert-Butyldimethylsilyl Ether Mediated By Phosphomolybdic Acid Supported On Silica Gel
作者:Kumar,G. D. Kishore; Baskaran,Sundarababu
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(11) 页码:4520-4523]

4237-46-1 = 95061-46-4
反应条件:1.1 Reagents: Tetrabutylammonium Borohydride Catalysts: α,α-Diphenyl-L-Prolinol Solvents: Tetrahydrofuran; 15 H,25 °C1.2 Reagents: Methyl Iodide; 30 Min,25 °C1.3 30 Min,25 °C; 25 °C1.4 Reagents: Hydrochloric Acid Solvents: Water; 25 °C
标题:A Convenient Method For The Preparation Of Oxazaborolidine Catalyst In Situ Using (S)-α,α-Diphenylpyrrolidinemethanol,Tetrabutylammonium Borohydride,And Methyl Iodide For The Asymmetric Reduction Of Prochiral Ketones
作者:Anwar,Shaik; Periasamy,Mariappan
参考文献:Tetrahedron: Asymmetry 日期:2007 卷标:17(23) 页码:3244-3247]

20698-91-3 = 95061-46-4
反应条件:1.1 Solvents: Diethyl Ether; 0.25 H,5 - 10 °C; 2 H,6 °C; 3 H,Reflux
标题:(R)-(+)-2-Hydroxy-1,2,2-Triphenylethyl Acetate (1,2-Ethanediol,1,1,2-Triphenyl-,2-Acetate,(R)-)
作者:Braun,Manfred; Graef,Silke; Herzog,Sabine
参考文献:Organic Syntheses 日期:1995 卷标:72 页码:32-7]

20698-91-3 = 95061-46-4
反应条件:1.1 Solvents: Diethyl Ether
标题:1,1,2-Triphenyl-1,2-Ethanediol
作者:Braun,Manfred
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

= 95061-46-4 [标题:Reaction Conditions
标题:New Methods Of Resolution Of Racemic Diols Using (S)-Proline
作者:Periasamy,Mariappan; Ramanathan,C. Ramaraj; Prasad,A. S. Bhanu; Kanth,J. V. Bhaskar
参考文献:Enantiomer 日期:1998 卷标:3(1) 页码:3-7]

= 95061-46-4 [标题:Reaction Conditions
标题:Supramolecular Crystalline Construction Based On A Mandelic Acid Source. Host Design,Inclusion Formation And X-Ray Crystal Structures In Racemic And Optically Resolved Forms
作者:Weber,Edwin; Hager,Orm; Foces-Foces,Concepcion; Llamas-Saiz,Antonio L.
参考文献:Journal Of Physical Organic Chemistry 日期:1996 卷标:9(1) 页码:50-60]

= 95061-46-4 + 104802-50-8
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol
标题:Stereoselective Syntheses Of Tetrahydrolipstatin And Of An Analog,Potent Pancreatic-Lipase Inhibitors Containing A β-Lactone Moiety
作者:Barbier,Pierre; Schneider,Fernand; Widmer,Ulrich
参考文献:Helvetica Chimica Acta 日期:1987 卷标:70(5) 页码:1412-18]

= 95061-46-4 + 77981-87-4
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; Reflux
标题:2-Hydroxy-1,2,2-Triphenylethyl Acetate
作者:Braun,Manfred
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-2]

= 95061-46-4 + 77981-87-4
反应条件:1.1 Catalysts: Potassium Hydroxide Solvents: Methanol; Reflux
标题:2-Hydroxy-1,2,2-Triphenylethyl Acetate
作者:Braun,Manfred
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

128053-07-6 = 95061-46-4 + 58521-49-6 + 66967-01-9
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water
标题:Synthesis Of N-Boc-Statine And Epi-Statine
作者:Wuts,Peter G. M.; Putt,Sterling R.
参考文献:Synthesis 日期:1989 卷标:(12) 页码:951-3

D-扁桃酸置于正丁基锂,硫酸体系中,用乙醚,正己烷作为反应溶剂,化学反应 6.5H,反应生成 (R)-三苯基乙二醇
参考文献:Supramolecular Crystalline Construction Based On A Mandelic Acid Source. Host Design,Inclusion Formation And X-Ray Crystal Structures Of A Methanol Inclusion Complex And Free Host Structures In Racemic And Optically Resolved Forms
标题:Supramolecular Crystalline Construction Based On A Mandelic Acid Source. Host Design,Inclusion Formation And X-Ray Crystal Structures Of A Methanol Inclusion Complex And Free Host Structures In Racemic And Optically Resolved Forms
摘要:A New Host Compound In Optically Resolved And Racemic Forms For Selective Crystalline Inclusion Formation Derived From Natural Mandelic Acid Was Synthesized,Inclusion Properties Of The Two Optical Species Are Discussed,Involving Comparison With A Lactic Acid-Based Host Analogue,Inclusion Compounds With Amines,Ketones And Heterocyclics And Specifically With Small Unbranched Alcohols Were Isolated,The Crystal And Molecular Structures Of The Optically Resolved And Racemic Forms Of The Free Host At Room Temperature And The Methanol Inclusion Complex Of The Resolved Host At 255 K Were Determined By X-Ray Analysis,Two Different Binding Schemes Characterize The Packing Of These Structures,In Which One Hydroxyl Group Is Responsible For The Formation Of Dimers And Chains While In The Free Host The Other Hydroxyl Group Is Involved In Oh Phenyl Interactions. A Survey Of The Oh ... Phenyl Interactions Based On The Cambridge Structural Data Base (october 1994 Version) Reveals That Pi-Electron Bonding occurs In A,Vide Range Of Crystal Structures,The Approximation Of The Hydrogen Appears To Take Place In An Asymmetric Way,Several Calculations For The Ab Initio Prediction Of The Crystal Structures Were Performed.
DOI:10.1002/(Sici)1099-1395(199601)9:1<50::Aid-Poc755>3.0.Co;2-4