[(2R)-2-phenylpropyl] butanoate | 132435-66-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2R)-2-phenylpropyl] butanoate
• CAS: 132435-66-6
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: SKLXPNZDCBPHCS-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正丁酸乙烯酯 、 2-苯基-1-丙醇 在 Pseudomonas cepacia lipase 作用下， 以 氯仿 为溶剂， 反应 20.0h， 生成 [(2R)-2-phenylpropyl] butanoate 、 [(2S)-2-phenylpropyl] butanoate
  参考文献：
  名称：

  A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform

  摘要：

  The Burkholderia cepacia lipase-catalyzed transesterification of 2-rnethyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.024

文献信息

• A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform
  作者：Enzo Santaniello、Silvana Casati、Pierangela Ciuffreda、Giuseppe Meroni、Alessandro Pedretti、Giulio Vistoli

  DOI：10.1016/j.tetasy.2009.07.024

  日期：2009.8

  The Burkholderia cepacia lipase-catalyzed transesterification of 2-rnethyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results. (C) 2009 Elsevier Ltd. All rights reserved.