(S)-4-((S)-2-Benzoylsulfanylmethyl-3-phenyl-propionylamino)-4-phenylcarbamoyl-butyric acid tert-butyl ester | 126349-19-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4-((S)-2-Benzoylsulfanylmethyl-3-phenyl-propionylamino)-4-phenylcarbamoyl-butyric acid tert-butyl ester
• CAS: 126349-19-7
• 化学式: C₃₂H₃₆N₂O₅S
• 分子量: 560.714
• InChiKey: ZUADOGOLONQPNC-VPUSJEBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  40.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  101.57
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-4-((S)-2-Benzoylsulfanylmethyl-3-phenyl-propionylamino)-4-phenylcarbamoyl-butyric acid tert-butyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以81.2%的产率得到(4S)-4-((2S)-benzyl-3-mercaptopropionylamino)-4-(N-phenylcarbamoyl)-butyric acid t-butyl ester
  参考文献：
  名称：

  New orally active enkephalinase inhibitors: their synthesis, biological activity, and analgesic properties

  摘要：

  A series of (4S)-4-[(2S)-benzyl-3-mercaptopropionylamino]-4-(N-phenylcarbamoyl)-butyric acids has been identified as potent systemically active enkephalinase inhibitors. Structure-activity relationships (SAR) are discussed. Further chemical modification of the inhibitors was carried out in order to identify the inhibitors which are orally active in an animal model. Compounds of particular interest are the prodrug-like analogues, including 5b (ONO-9902). Their analgesic effects after oral administration were evaluated. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10048-7
• 作为产物：
  描述：

  在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 (S)-4-((S)-2-Benzoylsulfanylmethyl-3-phenyl-propionylamino)-4-phenylcarbamoyl-butyric acid tert-butyl ester
  参考文献：
  名称：

  New orally active enkephalinase inhibitors: their synthesis, biological activity, and analgesic properties

  摘要：

  A series of (4S)-4-[(2S)-benzyl-3-mercaptopropionylamino]-4-(N-phenylcarbamoyl)-butyric acids has been identified as potent systemically active enkephalinase inhibitors. Structure-activity relationships (SAR) are discussed. Further chemical modification of the inhibitors was carried out in order to identify the inhibitors which are orally active in an animal model. Compounds of particular interest are the prodrug-like analogues, including 5b (ONO-9902). Their analgesic effects after oral administration were evaluated. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10048-7