(2R,4S)-2-Methyl-4-phenethyl-pentanedioic acid 1-tert-butyl ester | 193814-59-4

• 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: (2R,4S)-2-Methyl-4-phenethyl-pentanedioic acid 1-tert-butyl ester
• CAS: 193814-59-4
• 化学式: C₁₈H₂₆O₄
• 分子量: 306.402
• InChiKey: FVEUCZVCNRFSCH-DZGCQCFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R,4S)-2-Methyl-4-phenethyl-pentanedioic acid 1-tert-butyl ester 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 生成 (2S,4R)-4-[(S)-2-(4-Methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-2-methyl-6-phenyl-hexanoic acid
  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
• 作为产物：
  描述：

  在 palladium on activated charcoal N,N-二甲基丙烯基脲 、 氢气 、 N,N'-二环己基碳二亚胺 、 lithium diisopropyl amide 作用下， 生成 (2R,4S)-2-Methyl-4-phenethyl-pentanedioic acid 1-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