(+)-(S)-5,5-dimethylmorpholinyl-2-acetic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (+)-(S)-5,5-dimethylmorpholinyl-2-acetic acid
• 英文别名: 2-[(2R)-5,5-dimethylmorpholin-4-ium-2-yl]acetate
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: SEYCKMQSPUVYEF-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 2-(2-ethoxy-2-oxoethyl)-5,5-dimethylmorpholine-4-carboxylate 在 盐酸 、 Daicel Chiralcel OD 作用下， 以 正己烷 、 水 、 异丙醇 为溶剂， 反应 60.0h， 生成 (+)-(S)-5,5-dimethylmorpholinyl-2-acetic acid
  参考文献：
  名称：

  Substituted morpholine-2S-acetic acid derivatives: Sch 50911 and related compounds as novel GABAB antagonists

  摘要：

  The synthesis and GABA(B) antagonist activity of a series of substituted morpholine-2-acetic acid derivatives is described. Resolution of the lead compound from the series produces one active and one inactive enantiomer. X-ray analysis of a halogenated derivative (25) of the active enantiomer Sch 50911 (23) shows that it possesses the 2S configuration. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00267-3

文献信息

• Substituted morpholine-2S-acetic acid derivatives: Sch 50911 and related compounds as novel GABAB antagonists
  作者：David J. Blythin、Shen-Chun Kuo、Ho-Jane Shue、Andrew T. McPhail、Richard W. Chapman、William Kreutner、Charles Rizzo、Hoyan S. She、Robert West

  DOI：10.1016/s0960-894x(96)00267-3

  日期：1996.7

  The synthesis and GABA(B) antagonist activity of a series of substituted morpholine-2-acetic acid derivatives is described. Resolution of the lead compound from the series produces one active and one inactive enantiomer. X-ray analysis of a halogenated derivative (25) of the active enantiomer Sch 50911 (23) shows that it possesses the 2S configuration. Copyright (C) 1996 Elsevier Science Ltd