methyl (2R)-2-chloro-4-[methoxycarbonyl-[(1R)-1-phenylethyl]amino]butanoate | 924630-61-5

• 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: methyl (2R)-2-chloro-4-[methoxycarbonyl-[(1R)-1-phenylethyl]amino]butanoate
• CAS: 924630-61-5
• 化学式: C₁₅H₂₀ClNO₄
• 分子量: 313.781
• InChiKey: HNPCQGHGKBLWSB-DGCLKSJQSA-N

物化性质

• 沸点：
  413.1±45.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2R)-2-chloro-4-[methoxycarbonyl-[(1R)-1-phenylethyl]amino]butanoate 在 sodium azide 作用下， 以 乙腈 为溶剂， 以94%的产率得到methyl (2S)-2-azido-4-[methoxycarbonyl-[(1R)-1-phenylethyl]amino]butanoate
  参考文献：
  名称：

  Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates

  摘要：

  Enantiopure 1-phenylethylazetidine-2-carboxylates and 2-acylazetidines were prepared and reacted with chloroformates to yield alpha-chloro-gamma-amino butyric acid esters and ketones from ring opening reaction of azetidinium ion intermediate in a completely regio- and stereoselective manner. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.033
• 作为产物：
  描述：

  methyl (2S,αR)-N-α-methylbenzylazetidine-2-carboxylate 、 氯甲酸甲酯 以 乙腈 为溶剂， 反应 8.0h， 以74%的产率得到methyl (2R)-2-chloro-4-[methoxycarbonyl-[(1R)-1-phenylethyl]amino]butanoate
  参考文献：
  名称：

  Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates

  摘要：

  Enantiopure 1-phenylethylazetidine-2-carboxylates and 2-acylazetidines were prepared and reacted with chloroformates to yield alpha-chloro-gamma-amino butyric acid esters and ketones from ring opening reaction of azetidinium ion intermediate in a completely regio- and stereoselective manner. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.033

文献信息

• Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates
  作者：Sang-ho Ma、Doo Ha Yoon、Hyun-Joon Ha、Won Koo Lee

  DOI：10.1016/j.tetlet.2006.11.033

  日期：2007.1

  Enantiopure 1-phenylethylazetidine-2-carboxylates and 2-acylazetidines were prepared and reacted with chloroformates to yield alpha-chloro-gamma-amino butyric acid esters and ketones from ring opening reaction of azetidinium ion intermediate in a completely regio- and stereoselective manner. (c) 2006 Elsevier Ltd. All rights reserved.