(R)-2-octyl (R)-α-methoxy-α-trifluoromethylphenylacetate | 20445-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2-octyl (R)-α-methoxy-α-trifluoromethylphenylacetate
• 英文别名: (R)-(+)-MTPA ester of (S)-2-octanol；(S)-2-octanol (R)-Mosher ester；[(2S)-octan-2-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 20445-10-7
• 化学式: C₁₈H₂₅F₃O₃
• 分子量: 346.39
• InChiKey: NOARLSJJJMBGQZ-WMLDXEAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-(+)-2-辛醇 、 甲氧基-三氟甲基苯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(R)-2-octyl (R)-α-methoxy-α-trifluoromethylphenylacetate
  参考文献：
  名称：

  A study on the stereoselectivity of C,O bond formation in esterification of cyclic thiohydroxamic acids

  摘要：

  Esterification of cyclic thiohydroxamic acids, for example, N-hydroxypyridine-2(1H)-thione, N-hydroxy-4-metlylthiazole-2(3H)-thione, and N-hydroxy-4-(p-chloiophenyl)-thiazole-2(3H)-thione, occuried with inversion of configuration at the attacked stereocenter, as evident from the use of chiral alcohols, alkyl p-toluene sulfonates, and cyclic sulfates. Stereochemical analysis of enant omerically pure O-alkyl thiohydroxamates was performed on the basis of CD-spectroscopy and chemical derivatizition. The assignment of the relative configuration in cyclic O-esters was feasible via NMR spectroscopy, whereas chiral aliphatic glycolato monoesters required hydroxyl group derivatization with chloro-(4R,5R)bis[(1R,2S,5R)-menth-1-yloxycarbonyl)]-1,3,2-dioxaphospholane for this purpose. (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.08.020

文献信息

• Asymmetric Transfer Hydrogenation in Thermomorphic Microemulsions Based on Ionic Liquids
  作者：Mahtab Hejazifar、Ádám Márk Pálvölgyi、Jacqueline Bitai、Olga Lanaridi、Katharina Bica-Schröder

  DOI：10.1021/acs.oprd.9b00150

  日期：2019.9.20

  A thermomorphic ionic-liquid-based microemulsion system was successfully applied for the Ru-catalyzed asymmetric transfer hydrogenation of ketones. On the basis of the temperature-dependent multiphase behavior of the targeted microemulsion, simple product separation as well as catalyst recycling could be realized. The use of water-soluble ligands improved the immobilization of the catalyst in the microemulsion

  基于热态离子液体的微乳液体系已成功应用于Ru催化的酮的不对称转移加氢反应。基于目标微乳液的温度相关的多相行为，可以实现简单的产物分离以及催化剂的再循环。水溶性配体的使用改善了催化剂在微乳液相中的固定化，并显着减少了提取产物时催化剂浸出到有机层中。最终，优化的微乳化体系可以应用于广泛的芳香族酮类，这些芳香族酮类具有良好的分离收率（高达98％）和对映选择性（高达97％），而脂肪族酮的成功率较低。
• Svatos, Ales; Valterova, Irena; Saman, David, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 2, p. 485 - 490
  作者：Svatos, Ales、Valterova, Irena、Saman, David、Vrkoc, Jan

  DOI：——

  日期：——