benzyl (S)-2-((2-(methoxycarbonyl)phenyl)carbamoyl)pyrrolidine-1-carboxylate | 111657-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (S)-2-((2-(methoxycarbonyl)phenyl)carbamoyl)pyrrolidine-1-carboxylate
• 英文别名: N-benzyloxycarbonyl-(S)-proline 2-methoxycarbonylphenylamide；benzyl (2S)-2-[(2-methoxycarbonylphenyl)carbamoyl]pyrrolidine-1-carboxylate
• CAS: 111657-71-7
• 化学式: C₂₁H₂₂N₂O₅
• 分子量: 382.416
• InChiKey: MQZAQKSVMZWHCV-SFHVURJKSA-N

物化性质

• 沸点：
  597.0±50.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl (S)-2-((2-(methoxycarbonyl)phenyl)carbamoyl)pyrrolidine-1-carboxylate 在 palladium-carbon 乙醚 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以giving 950 mg of (S)-proline 2-methoxycarbonylphenylamide的产率得到L-Prolyl-anthranilsaeure-methylester
  参考文献：
  名称：

  Proline derivatives

  摘要：

  本发明涉及一种赖氨酸衍生物，其化学式为##STR1##或其药学上可接受的盐。这些衍生物具有有用的实用性，如抑制血管紧张素转换酶的活性。

  公开号：

  US04886813A1
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 N-苄氧羰基-L-脯氨酸 在 氯甲酸乙酯 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以78%的产率得到benzyl (S)-2-((2-(methoxycarbonyl)phenyl)carbamoyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Systematic evaluation of a few proline derivatives as catalysts for a direct aldol reaction

  摘要：

  A series of pyrrolidine derivatives were prepared and examined as catalysts for an aldol reaction. Structural variations in these molecules involved altering the sterics at the alpha-position, the position of the carbonyl group, and the acidities of the hydrogen bonding sites. The effect of these factors on catalytic activity and enantioselectivity was studied. The experimental results revealed that additional sterics at the alpha-position were detrimental. However, no correlation was found between the catalytic activity and N-H acidity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.018

文献信息

• US4886813A
  申请人：——

  公开号：US4886813A

  公开（公告）日：1989-12-12
• Systematic evaluation of a few proline derivatives as catalysts for a direct aldol reaction
  作者：Revannath L. Sutar、Navalkishore N. Joshi

  DOI：10.1016/j.tetasy.2012.11.018

  日期：2013.1

  A series of pyrrolidine derivatives were prepared and examined as catalysts for an aldol reaction. Structural variations in these molecules involved altering the sterics at the alpha-position, the position of the carbonyl group, and the acidities of the hydrogen bonding sites. The effect of these factors on catalytic activity and enantioselectivity was studied. The experimental results revealed that additional sterics at the alpha-position were detrimental. However, no correlation was found between the catalytic activity and N-H acidity. (C) 2012 Elsevier Ltd. All rights reserved.
• Proline derivatives
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US04886813A1

  公开（公告）日：1989-12-12

  Disclosed is a proline derivative of the formula ##STR1## or a pharmaceutically acceptable salt thereof. These derivatives have useful utilities such as activity of inhibiting angiotensin converting enzyme.

  本发明涉及一种赖氨酸衍生物，其化学式为##STR1##或其药学上可接受的盐。这些衍生物具有有用的实用性，如抑制血管紧张素转换酶的活性。