benzyl ((3S)-3-benzyl-1-(2-(((3S)-2-ethoxy-1-(N'-nitrocarbamimidoyl)piperidin-3-yl)amino)-2-oxoethyl)-2-oxopyrrolidin-3-yl)carbamate | 198622-42-3

• 分子结构分类: 有机化合物
• 英文名称: benzyl ((3S)-3-benzyl-1-(2-(((3S)-2-ethoxy-1-(N'-nitrocarbamimidoyl)piperidin-3-yl)amino)-2-oxoethyl)-2-oxopyrrolidin-3-yl)carbamate
• CAS: 198622-42-3
• 化学式: C₂₉H₃₇N₇O₇
• 分子量: 595.655
• InChiKey: BPDUHTBTXIMUEI-JCDMWSLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  181.73
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 benzyl ((3S)-3-benzyl-1-(2-(((3S)-2-ethoxy-1-(N'-nitrocarbamimidoyl)piperidin-3-yl)amino)-2-oxoethyl)-2-oxopyrrolidin-3-yl)carbamate 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 生成 2-[(3S)-3-amino-3-benzyl-2-oxopyrrolidin-1-yl]-N-[(3S)-1-carbamimidoyl-2-hydroxypiperidin-3-yl]acetamide;2,2,2-trifluoroacetic acid
  参考文献：
  名称：

  Rational design and synthesis of a novel, selective class of thrombin inhibitors: P1-argininal derivatives incorporating P3P4 quaternary lactam dipeptide surrogates

  摘要：

  SAR and molecular modeling investigations on the potent and selective thrombin inhibitor 1b (CVS 1578) and related serine protease inhibitors led to the design of series 2a-g, featuring quaternary alpha-amino-alpha-benzyl-lactam scaffolds that serve as novel P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets are presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00446-0
• 作为产物：
  描述：

  (S)-2-Benzyl-2-benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-amino)-butyric acid methyl ester 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 10.0h， 生成 benzyl ((3S)-3-benzyl-1-(2-(((3S)-2-ethoxy-1-(N'-nitrocarbamimidoyl)piperidin-3-yl)amino)-2-oxoethyl)-2-oxopyrrolidin-3-yl)carbamate
  参考文献：
  名称：

  Rational design and synthesis of a novel, selective class of thrombin inhibitors: P1-argininal derivatives incorporating P3P4 quaternary lactam dipeptide surrogates

  摘要：

  SAR and molecular modeling investigations on the potent and selective thrombin inhibitor 1b (CVS 1578) and related serine protease inhibitors led to the design of series 2a-g, featuring quaternary alpha-amino-alpha-benzyl-lactam scaffolds that serve as novel P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets are presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00446-0