{(S)-1-[(S)-1-(2-Hydroxy-ethyl)-3-phenyl-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester | 508225-67-0

• 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: {(S)-1-[(S)-1-(2-Hydroxy-ethyl)-3-phenyl-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester
• 英文别名: benzyl N-[(2S)-1-[[(3S)-1-hydroxy-5-phenylpentan-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 508225-67-0
• 化学式: C₂₈H₃₂N₂O₄
• 分子量: 460.573
• InChiKey: IAAFVVQSQVUBSV-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {(S)-1-[(S)-1-(2-Hydroxy-ethyl)-3-phenyl-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester 在 sodium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.0h， 生成 {(S)-1-[(S)-1-(2-Mercapto-ethyl)-3-phenyl-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Crystal structures of reversible ketone-Based inhibitors of the cysteine protease cruzain

  摘要：

  The crystal structures of two hydroxymethyl ketone inhibitors complexed. to the cysteine protease cruzain have been determined at 1.1 and 1.2 Angstrom resolution, respectively. These high resolution crystal structures provide the first structures of non-covalent inhibitors bound to cruzain. A series of compounds were prepared and tested based upon the structures providing further insight into the key binding interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00427-3
• 作为产物：
  描述：

  (R,E)-2-methyl-N-(3-phenylpropylidene)propane-2-sulfinamide 在 三异丙氧基氯化钛 、 盐酸 、 锂硼氢 、 正丁基锂 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 3.08h， 生成 {(S)-1-[(S)-1-(2-Hydroxy-ethyl)-3-phenyl-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Crystal structures of reversible ketone-Based inhibitors of the cysteine protease cruzain

  摘要：

  The crystal structures of two hydroxymethyl ketone inhibitors complexed. to the cysteine protease cruzain have been determined at 1.1 and 1.2 Angstrom resolution, respectively. These high resolution crystal structures provide the first structures of non-covalent inhibitors bound to cruzain. A series of compounds were prepared and tested based upon the structures providing further insight into the key binding interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00427-3