(S)-(+)-1-(2,3-dihydroxypropyl)-pyrrolidin-2-one | 409335-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-(+)-1-(2,3-dihydroxypropyl)-pyrrolidin-2-one
• 英文别名: 1-[(2S)-2,3-dihydroxypropyl]pyrrolidin-2-one
• CAS: 409335-12-2
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: GQFKHFDERGZNMZ-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-(+)-1-(2,3-dihydroxypropyl)-pyrrolidin-2-one 在 原乙酸三甲酯 、 三甲基氯硅烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one
  参考文献：
  名称：

  Stereocontrolled synthesis of the enantiomers of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one

  摘要：

  The asymmetric synthesis of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one 1 is described. Enantiomers of compound I were obtained using the Sharpless asymmetric dihydroxylation (AD) or hydrolytic kinetic resolution (HKR) methods. The enantiomers of compound 1. which were obtained by HKR had higher enantiomeric excesses than those which were synthesized by AD and epoxidation. The enantiomeric purity of the synthesized compounds was determinated by capillary electrophoresis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00390-1
• 作为产物：
  描述：

  1-(烯丙基)吡咯烷-2-酮 在 potassium carbonate potassium osmate(VI) 、 (DHQ)2-PHAL 、 potassium hexacyanoferrate(III) 作用下， 以 叔丁醇 为溶剂， 生成 (S)-(+)-1-(2,3-dihydroxypropyl)-pyrrolidin-2-one 、 (R)-(-)-1-(2,3-dihydroxypropyl)-pyrrolidin-2-one
  参考文献：
  名称：

  Stereocontrolled synthesis of the enantiomers of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one

  摘要：

  The asymmetric synthesis of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one 1 is described. Enantiomers of compound I were obtained using the Sharpless asymmetric dihydroxylation (AD) or hydrolytic kinetic resolution (HKR) methods. The enantiomers of compound 1. which were obtained by HKR had higher enantiomeric excesses than those which were synthesized by AD and epoxidation. The enantiomeric purity of the synthesized compounds was determinated by capillary electrophoresis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00390-1

文献信息

• Kulig; Nowicki; Malawska, Polish Journal of Chemistry, 2007, vol. 81, # 2, p. 179 - 186
  作者：Kulig、Nowicki、Malawska

  DOI：——

  日期：——