[(1S,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester | 316830-83-8

• 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: [(1S,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester
• CAS: 316830-83-8
• 化学式: C₃₃H₃₉N₃O₅
• 分子量: 557.69
• InChiKey: QRGGTKDLUKSKNC-WAGTXSDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  41.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  116.76
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester 在 戴斯-马丁氧化剂 作用下， 生成 [(1S,2R)-1-((S)-1-Benzyl-2-oxo-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and calpain inhibitory activity of α-ketoamides with 2,3-methanoleucine stereoisomers at the P2 position

  摘要：

  A series of novel ketoamides incorporating all four 2,3-methanoleucine stereoisomers at the P-2 position was synthesized. The compounds displayed a wide variation in K-i values for inhibition of calpain I depending on the configuration of the P-2 methanoleucine residue. However, similar variation in cathepsin B inhibition was not observed suggesting that the S-2 pocket of calpain I is more stereosensitive than that of cathepsin B. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00518-7
• 作为产物：
  描述：

  (2RS,3S)-3-叔丁氧羰酰氨基-2-羟基-4-苯丁酸, 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 [(1S,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and calpain inhibitory activity of α-ketoamides with 2,3-methanoleucine stereoisomers at the P2 position

  摘要：

  A series of novel ketoamides incorporating all four 2,3-methanoleucine stereoisomers at the P-2 position was synthesized. The compounds displayed a wide variation in K-i values for inhibition of calpain I depending on the configuration of the P-2 methanoleucine residue. However, similar variation in cathepsin B inhibition was not observed suggesting that the S-2 pocket of calpain I is more stereosensitive than that of cathepsin B. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00518-7