[(3S,4R)-1-Benzyl-4-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone | 175028-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: [(3S,4R)-1-Benzyl-4-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone
• CAS: 175028-04-3
• 化学式: C₂₉H₃₃F₃N₂O₃S
• 分子量: 546.654
• InChiKey: VVERQMMXAHLJSW-MJAYBKNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  38.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  57.69
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(3S,4R)-1-Benzyl-4-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone 在 palladium on activated charcoal lithium hydroxide 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Design and synthesis of ring-constrained boropeptide thrombin inhibitors

  摘要：

  Ring-constrained boropeptide thrombin inhibitors were designed using information from the X-ray crystal structure of 1 (3-Phenylpropionyl-Pro-borolys-OH . HCl) bound to thrombin. The constraints utilized cyclohexane and pyrrolidine rings to preorganize an aromatic ring in an orientation allowing optimum edge-to-face interaction with the tryptophan 215 side chain located in the S3 specificity pocket of thrombin.

  DOI：

  10.1016/0960-894x(96)00015-7
• 作为产物：
  描述：

  (2R)-bornane-10,2-sultam 在 sodium hydride 、 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 生成 [(3S,4R)-1-Benzyl-4-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone
  参考文献：
  名称：

  Design and synthesis of ring-constrained boropeptide thrombin inhibitors

  摘要：

  Ring-constrained boropeptide thrombin inhibitors were designed using information from the X-ray crystal structure of 1 (3-Phenylpropionyl-Pro-borolys-OH . HCl) bound to thrombin. The constraints utilized cyclohexane and pyrrolidine rings to preorganize an aromatic ring in an orientation allowing optimum edge-to-face interaction with the tryptophan 215 side chain located in the S3 specificity pocket of thrombin.

  DOI：

  10.1016/0960-894x(96)00015-7