(S)-1,1,1-trichloro-2-methylpropan-2-yl-1-phenylethylcarbonate | 174745-01-8

• 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: (S)-1,1,1-trichloro-2-methylpropan-2-yl-1-phenylethylcarbonate
• 英文别名: [(1S)-1-phenylethyl] (1,1,1-trichloro-2-methylpropan-2-yl) carbonate
• CAS: 174745-01-8
• 化学式: C₁₃H₁₅Cl₃O₃
• 分子量: 325.619
• InChiKey: ZABKWDNLEZHWQQ-VIFPVBQESA-N

物化性质

• 熔点：
  72-74 °C
• 沸点：
  366.7±42.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苏合香醇 、 {1-(CCl3CMe2OCO)-2-[(R)-tBuCH(OMe)]-DMAP}Cl 在 三乙胺 、 zinc(II) chloride 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 40.0h， 生成 (R)-1,1,1-trichloro-2-methylpropan-2-yl-1-phenylethylcarbonate 、 (S)-1,1,1-trichloro-2-methylpropan-2-yl-1-phenylethylcarbonate
  参考文献：
  名称：

  Kinetic Resolution of Secondary Alcohols. Enantioselective Acylation Mediated by a Chiral (Dimethylamino)pyridine Derivative

  摘要：

  DOI：

  10.1021/ja953631f

文献信息

• Biocatalytic preparation of optically active 4-(N,N-dimethylamino)pyridines for application in chemical asymmetric catalysis
  作者：Eduardo Busto、Vicente Gotor-Fernández、Vicente Gotor

  DOI：10.1016/j.tetasy.2006.03.018

  日期：2006.3

  4-Chloro-2-(1-hydroxybenzyl)pyridine and 4-chloro-2-(1-hydroxyalkyl)pyridines were obtained with moderate to excellent enantiomeric excesses and high isolated yields by bioreduction with Baker's yeast of the corresponding ketones. The resulting optically active alcohols were transformed into adequate DMAP derivatives, which have been applied in asymmetric catalytic processes as nucleophilic catalysts in the stereoselective chemical alkoxycarbonylation of 1-phenylethanol or as chiral ligands in the enantioselective addition of diethylzinc to benzaldehyde. (c) 2006 Elsevier Ltd. All rights reserved.
• Kinetic Resolution of Secondary Alcohols. Enantioselective Acylation Mediated by a Chiral (Dimethylamino)pyridine Derivative
  作者：Edwin Vedejs、Xinhai Chen

  DOI：10.1021/ja953631f

  日期：1996.1.1