tropic acid butyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: tropic acid butyl ester
• 英文别名: 3-hydroxy-2-phenyl-propionic acid butyl ester；Butyl 3-hydroxy-2-phenylpropanoate
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: GGJLHIRFQJFYTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tropic acid butyl ester 在 Candida antarctica lipase B 、 sodium hydroxide 、 phosphate buffer 作用下， 反应 18.0h， 以43%的产率得到(S)-tropic acid butyl ester
  参考文献：
  名称：

  Enzymatic kinetic resolution of tropic acid

  摘要：

  A new strategy has been developed for the CAL-B catalysed kinetic resolution of tropic acid by which both enantiomers of tropic acid can be obtained in good enantiomeric excess. (R)-Tropic acid was synthesised with 90% ee and (S)-tropic acid butyl ester in 99% ee by the hydrolysis of tropic acid butyl ester. The other enantiomers were available through the enzymatically catalysed reaction of tropic acid lactone with butanol to give (S)-tropic acid lactone and (R)-tropic acid ester in > 98% ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.10.032
• 作为产物：
  描述：

  DL-托品酸 、 正丁醇 以 甲苯 为溶剂， 反应 6.0h， 以85%的产率得到tropic acid butyl ester
  参考文献：
  名称：

  Enzymatic kinetic resolution of tropic acid

  摘要：

  A new strategy has been developed for the CAL-B catalysed kinetic resolution of tropic acid by which both enantiomers of tropic acid can be obtained in good enantiomeric excess. (R)-Tropic acid was synthesised with 90% ee and (S)-tropic acid butyl ester in 99% ee by the hydrolysis of tropic acid butyl ester. The other enantiomers were available through the enzymatically catalysed reaction of tropic acid lactone with butanol to give (S)-tropic acid lactone and (R)-tropic acid ester in > 98% ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.10.032

文献信息

• Enzymatic kinetic resolution of tropic acid
  作者：Dirk Klomp、Joop A. Peters、Ulf Hanefeld

  DOI：10.1016/j.tetasy.2005.10.032

  日期：2005.11

  A new strategy has been developed for the CAL-B catalysed kinetic resolution of tropic acid by which both enantiomers of tropic acid can be obtained in good enantiomeric excess. (R)-Tropic acid was synthesised with 90% ee and (S)-tropic acid butyl ester in 99% ee by the hydrolysis of tropic acid butyl ester. The other enantiomers were available through the enzymatically catalysed reaction of tropic acid lactone with butanol to give (S)-tropic acid lactone and (R)-tropic acid ester in > 98% ee. (c) 2005 Elsevier Ltd. All rights reserved.