(R)-4-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester | 193814-54-9

• 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: (R)-4-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester
• CAS: 193814-54-9
• 化学式: C₂₇H₃₃NO₅
• 分子量: 451.563
• InChiKey: BVCMSDMWCHOIHW-PKTZIBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-4-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester 在 lithium hydroxide 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Orally active inhibitors of stromelysin-1 (MMP-3)

  摘要：

  Further development of N-carboxyalkyl dipeptide inhibitors of stromelysin-l (MMP-3) led to the discovery of C-carboxyalkyl dipeptide analogs with improved oral bioavailability. An in vivo assay of human MMP-3 mediated degradation of a macromolecular substrate in an extravascular space is described and inhibition studies are reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00109-6
• 作为产物：
  描述：

  (S)-4-benzyl-2-oxazolidinone lithium salt 在 三异丙氧基氯化钛 、 三甲基乙酰氯 作用下， 生成 (R)-4-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester
  参考文献：
  名称：

  Potent carboxylate inhibitors of stromelysin containing P2′ piperazic acids and P1′ biaryl moeities

  摘要：

  Several carboxylate derivatives with variation at the P1' residue were synthesized and evaluated as stromelysin (MMP-3) inhibitors. Compounds containing a biphenyl moiety at P1' were found to be potent inhibitors of MMP-3. An X-ray crystal structure of the most potent compound, carboxylate 19, revealed an important interaction between the inhibitor's biphenyl and histidine 224 in the S1' pocket of MMP-3. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00308-9