{(S)-2-[4-(Bis-benzyloxy-phosphoryloxy)-phenyl]-1-[(R)-4-(3-cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester | 256656-63-0

• 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)-2-[4-(Bis-benzyloxy-phosphoryloxy)-phenyl]-1-[(R)-4-(3-cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester
• CAS: 256656-63-0
• 化学式: C₄₂H₅₆N₃O₈PS
• 分子量: 793.962
• InChiKey: NBNQQSKUZPODQW-UWXQCODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  55.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  132.5
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  {(S)-2-[4-(Bis-benzyloxy-phosphoryloxy)-phenyl]-1-[(R)-4-(3-cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以94%的产率得到[(S)-1-[(R)-4-(3-Cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-2-(4-phosphonooxy-phenyl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of Thioazepinone Ligands for Src SH2: From Non-specific to Specific Binding

  摘要：

  The structure-based design and synthesis of new thioazepinones as ligands for Src SH2 protein is presented. From benzothioazepinones, ligands with somewhat unspecific binding properties, simpler thioazepinones were designed, the best ones demonstrated nanomolar affinity for Src SH2. A few of these new ligands were crystallized with the protein and demonstrated a specific binding mode with the protein. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00386-9
• 作为产物：
  描述：

  (R)-6-氨基-1,4-THIAZEPAN-5-酮 在 sodium hydride 、 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 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(S)-2-[4-(Bis-benzyloxy-phosphoryloxy)-phenyl]-1-[(R)-4-(3-cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of Thioazepinone Ligands for Src SH2: From Non-specific to Specific Binding

  摘要：

  The structure-based design and synthesis of new thioazepinones as ligands for Src SH2 protein is presented. From benzothioazepinones, ligands with somewhat unspecific binding properties, simpler thioazepinones were designed, the best ones demonstrated nanomolar affinity for Src SH2. A few of these new ligands were crystallized with the protein and demonstrated a specific binding mode with the protein. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00386-9