3-((3R,4S)-4-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-propionic acid benzyl ester | 191597-60-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 3-((3R,4S)-4-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-propionic acid benzyl ester
• CAS: 191597-60-1
• 化学式: C₃₆H₄₈F₂N₄O₈
• 分子量: 702.796
• InChiKey: UFZLMRDHYUWNSM-ZSEJKAPFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  50.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  163.37
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-((3R,4S)-4-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-propionic acid benzyl ester 在 palladium on activated charcoal 氢气 、 戴斯-马丁氧化剂 作用下， 生成 3-(4-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-oxo-5-phenyl-pentanoylamino)-propionic acid
  参考文献：
  名称：

  Peptidyl human heart chymase inhibitors. 1. Synthesis and inhibitory activity of difluoromethylene ketone derivatives bearing P′ binding subsites

  摘要：

  Peptidyl difluoromethylene ketone derivatives were designed to take advantage of probable additional interactions with the S' subsite of human heart chymase. They showed potent inhibitory activities against human heart chymase and were more efficient than bovine chymotrypsin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00131-0
• 作为产物：
  描述：

  ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate 在 盐酸 、 sodium hydroxide 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-((3R,4S)-4-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-propionic acid benzyl ester
  参考文献：
  名称：

  Peptidyl human heart chymase inhibitors. 1. Synthesis and inhibitory activity of difluoromethylene ketone derivatives bearing P′ binding subsites

  摘要：

  Peptidyl difluoromethylene ketone derivatives were designed to take advantage of probable additional interactions with the S' subsite of human heart chymase. They showed potent inhibitory activities against human heart chymase and were more efficient than bovine chymotrypsin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00131-0