tert-butyl (8-((S)-1-(((benzyloxy)carbonyl)amino)-4-(3-tosylguanidino)butyl)-2,2-dimethyl-9-oxo-5,7-dioxa-10-aza-2-silaoctadecan-18-oyl)-D-phenylalanyl-L-prolinate | 187155-14-2

• 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: tert-butyl (8-((S)-1-(((benzyloxy)carbonyl)amino)-4-(3-tosylguanidino)butyl)-2,2-dimethyl-9-oxo-5,7-dioxa-10-aza-2-silaoctadecan-18-oyl)-D-phenylalanyl-L-prolinate
• CAS: 187155-14-2
• 化学式: C₅₄H₈₁N₇O₁₁SSi
• 分子量: 1064.43
• InChiKey: YPBQHGUVDHLUHJ-OGTZZKHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  74.0
• 可旋转键数：
  30.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  243.65
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (8-((S)-1-(((benzyloxy)carbonyl)amino)-4-(3-tosylguanidino)butyl)-2,2-dimethyl-9-oxo-5,7-dioxa-10-aza-2-silaoctadecan-18-oyl)-D-phenylalanyl-L-prolinate 在 palladium dihydroxide 4-二甲氨基吡啶 、 氢氟酸 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 戴斯-马丁氧化剂 、 苯甲醚 、 三氟乙酸 作用下， 生成 N-[3-((5R,18S,20aS)-5-Benzyl-4,7,16,17,20-pentaoxo-icosahydro-3a,6,15,19-tetraaza-cyclopentacyclononadecen-18-yl)-propyl]-guanidine
  参考文献：
  名称：

  Novel thrombin inhibitors that are based on a macrocyclic tripeptide motif

  摘要：

  A series of macrocyclic alpha-keto amides containing the D-Phe-Pro-Arg (fPR) motif were synthesized and evaluated in vitro as inhibitors of human alpha-thrombin and bovine trypsin. Structure-function studies, relating ring size and modifications at the P3 and P1' positions to enzyme inhibition, are described. An X-ray crystallographic study was performed on a ternary complex formed from 3i, thrombin, and hirugen. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00554-9
• 作为产物：
  描述：

  (S)-1-[(R)-2-(8-Benzyloxycarbonylamino-octanoylamino)-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester 在 palladium dihydroxide 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 生成 tert-butyl (8-((S)-1-(((benzyloxy)carbonyl)amino)-4-(3-tosylguanidino)butyl)-2,2-dimethyl-9-oxo-5,7-dioxa-10-aza-2-silaoctadecan-18-oyl)-D-phenylalanyl-L-prolinate
  参考文献：
  名称：

  Novel thrombin inhibitors that are based on a macrocyclic tripeptide motif

  摘要：

  A series of macrocyclic alpha-keto amides containing the D-Phe-Pro-Arg (fPR) motif were synthesized and evaluated in vitro as inhibitors of human alpha-thrombin and bovine trypsin. Structure-function studies, relating ring size and modifications at the P3 and P1' positions to enzyme inhibition, are described. An X-ray crystallographic study was performed on a ternary complex formed from 3i, thrombin, and hirugen. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00554-9