4-Benzyloxy-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclopentylmethyl}-butyric acid tert-butyl ester | 219121-34-3

• 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: 4-Benzyloxy-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclopentylmethyl}-butyric acid tert-butyl ester
• CAS: 219121-34-3
• 化学式: C₃₃H₄₆N₂O₆
• 分子量: 566.738
• InChiKey: WGPGEMPANPPVSN-RXBHZZDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  41.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  102.96
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-Benzyloxy-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclopentylmethyl}-butyric acid tert-butyl ester 在 palladium dihydroxide 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 生成 4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclopentylmethyl}-butyric acid tert-butyl ester
  参考文献：
  名称：

  Inhibitors of MMP-1: an examination of P1′ Cα gem-disubstitution in the N-carboxyalkylamine and glutaramide carboxylate series

  摘要：

  Modification of the N-carboxyalkylamine 3 by independent replacement of the P-1' NH group for CH2 and introduction of P-1' gem-cyclohexyl substitution affords compounds 5 and 6a which retain appreciable activity against MMP-1 (IC(50)s = 0.023 mu M and 0.09 mu M, respectively). The glutaramide 7a which incorporates both these structural changes also retains potent activity (IC50 = 0.038 mu M). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00304-6
• 作为产物：
  描述：

  tert-butyl-2-(2-benzyloxyethyl)acrylate 在 乙胺嗪 、 1-羟基苯并三唑 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-Benzyloxy-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclopentylmethyl}-butyric acid tert-butyl ester
  参考文献：
  名称：

  Inhibitors of MMP-1: an examination of P1′ Cα gem-disubstitution in the N-carboxyalkylamine and glutaramide carboxylate series

  摘要：

  Modification of the N-carboxyalkylamine 3 by independent replacement of the P-1' NH group for CH2 and introduction of P-1' gem-cyclohexyl substitution affords compounds 5 and 6a which retain appreciable activity against MMP-1 (IC(50)s = 0.023 mu M and 0.09 mu M, respectively). The glutaramide 7a which incorporates both these structural changes also retains potent activity (IC50 = 0.038 mu M). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00304-6