Butyric acid (1R,7S)-9-oxo-8-aza-bicyclo[5.2.0]non-8-ylmethyl ester | 649765-30-0

• 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: Butyric acid (1R,7S)-9-oxo-8-aza-bicyclo[5.2.0]non-8-ylmethyl ester
• 英文别名: [(1R,7S)-9-oxo-8-azabicyclo[5.2.0]nonan-8-yl]methyl butanoate
• CAS: 649765-30-0
• 化学式: C₁₃H₂₁NO₃
• 分子量: 239.315
• InChiKey: ZIVUDNBVJGEGOR-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-azabicyclo[5.2.0]nonan-9-one 在 Pceudomonas cepacia lipase 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 10.0h， 生成 Butyric acid (1R,7S)-9-oxo-8-aza-bicyclo[5.2.0]non-8-ylmethyl ester
  参考文献：
  名称：

  Lipase-catalyzed kinetic resolution of 7-, 8- and 12-membered alicyclic β-amino esters and N-hydroxymethyl-β-lactam enantiomers

  摘要：

  Enzymatic kinetic resolutions of methyl cis-2-aminocycloheptane-, 2-aminocyclooctane- and 2-aminocyclododecanecarboxylates with Candida antarctica lipase A in diisopropyl ether (E > 200) and of the corresponding N-hydroxymethyl-beta-lactams with Pseudomonas cepacia lipase in dry acetone (E from 27 to > 200) has been performed with 2,2,2-trifluoroethyl butanoate as the best acyl donor, with both enantiomers being obtained. trans-13-Hydroxymethyl-13-azabicyclo[10.2.0]tetradecan-14-one was resolved with vinyl butanoate and Candida antarctica lipase B (E=26) in acetone. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.028

文献信息

• Lipase-catalyzed kinetic resolution of 7-, 8- and 12-membered alicyclic β-amino esters and N-hydroxymethyl-β-lactam enantiomers
  作者：Zsuzsanna Cs. Gyarmati、Arto Liljeblad、Mikko Rintola、Gábor Bernáth、Liisa T. Kanerva

  DOI：10.1016/j.tetasy.2003.08.028

  日期：2003.11

  Enzymatic kinetic resolutions of methyl cis-2-aminocycloheptane-, 2-aminocyclooctane- and 2-aminocyclododecanecarboxylates with Candida antarctica lipase A in diisopropyl ether (E > 200) and of the corresponding N-hydroxymethyl-beta-lactams with Pseudomonas cepacia lipase in dry acetone (E from 27 to > 200) has been performed with 2,2,2-trifluoroethyl butanoate as the best acyl donor, with both enantiomers being obtained. trans-13-Hydroxymethyl-13-azabicyclo[10.2.0]tetradecan-14-one was resolved with vinyl butanoate and Candida antarctica lipase B (E=26) in acetone. (C) 2003 Elsevier Ltd. All rights reserved.