2-azidomethylphenylacetic acid t-butyl ester | 439118-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-azidomethylphenylacetic acid t-butyl ester
• 英文别名: tert-butyl 2-[2-(azidomethyl)phenyl]acetate
• CAS: 439118-42-0
• 化学式: C₁₃H₁₇N₃O₂
• 分子量: 247.297
• InChiKey: MNCBGYYOPPGYFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-azidomethylphenylacetic acid t-butyl ester 在 palladium on activated charcoal 4-二甲氨基吡啶 、 锂硼氢 、 sodium azide 、 TEA 、 水 、 氢气 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 40.0 ℃ 、310.26 kPa 条件下， 反应 62.0h， 生成 benzyl 2-{2-[(tert-butoxycarbonyl)amino]ethyl}benzylcarbamate
  参考文献：
  名称：

  Unexpected enhancement of thrombin inhibitor potency with o -aminoalkylbenzylamides in the P1 position

  摘要：

  Thrombin inhibitors incorporating o-aminoalkylbenzylamides in the P1 position were designed, synthesized and found to have enhanced potency and selectivity in several different structural classes. X-ray crystallographic analysis of compound 24 bound in the alpha-thrombin-hirugen complex provides an explanation for these unanticipated results. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00732-7
• 作为产物：
  描述：

  邻甲基苯乙酸 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 偶氮二异丁腈 、 硫酸 作用下， 以 1,4-二氧六环 、 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 2-azidomethylphenylacetic acid t-butyl ester
  参考文献：
  名称：

  Unexpected enhancement of thrombin inhibitor potency with o -aminoalkylbenzylamides in the P1 position

  摘要：

  Thrombin inhibitors incorporating o-aminoalkylbenzylamides in the P1 position were designed, synthesized and found to have enhanced potency and selectivity in several different structural classes. X-ray crystallographic analysis of compound 24 bound in the alpha-thrombin-hirugen complex provides an explanation for these unanticipated results. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00732-7

文献信息

• Thrombin inhibitors
  申请人：——

  公开号：US20020119992A1

  公开（公告）日：2002-08-29

  Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: 1 or a pharmaceutically acceptable salt thereof, e.g. where R 3 is —CH 2 NH 2 , —CH 2 CH 2 NH 2 , or —CH 2 NHC(O)OC(CH 3 ) 3 .

  该发明的化合物在抑制凝血酶和相关血栓闭塞方面具有以下结构： 1 或其药用可接受的盐，例如其中R 3 为—CH 2 NH 2 ，—CH 2 CH 2 NH 2 ，或—CH 2 NHC(O)OC(CH 3 ) 3 。
• [EN] BENZYLAMINE DERIVATIVES AND THEIR USE AS THROMBIN INHIBITORS<br/>[FR] DERIVES DE BENZYLAMINE ET LEUR UTILISATION COMME INHIBITEURS DE THROMBINE
  申请人：MERCK & CO INC

  公开号：WO2002050056A1

  公开（公告）日：2002-06-27

  Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: or a pharmaceutically acceptable salt thereof, e.g. where R3 is -CH2NH2, -CH2CH2NH2, or -CH2NHC(O)OC(CH3)3.

  本发明的化合物具有以下结构，或其药学上可接受的盐，例如其中R3为-CH2NH2，-CH2CH2NH2或-CH2NHC（O）OC（CH3）3，对于抑制凝血酶和相关的血栓闭塞非常有用。
• US6515011B2
  申请人：——

  公开号：US6515011B2

  公开（公告）日：2003-02-04
• US6610701B2
  申请人：——

  公开号：US6610701B2

  公开（公告）日：2003-08-26
• [EN] THROMBIN INHIBITORS<br/>[FR] INHIBITEURS DE THROMBINE
  申请人：MERCK & CO INC

  公开号：WO2002057225A2

  公开（公告）日：2002-07-25

  Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: or a pharmaceutically acceptable salt thereof, wherein R?3 and R4¿ are independently selected from the group consisting ofhydrogen,-C(O)R5, where R5 is selected from the group consisting of OC(CH¿3?), OCH3, CH3, NHCH3, and OCH2R?6¿, where R6 is phenyl; C¿1-4?alkyl,C3-7cycloalkyl,-(CH2)1-2 R?7¿, where R7 is selected from the group consisting of C¿3-7?cycloalkyl and phenyl,-SO2R?8¿, where R8 is C¿1-4?alkyl.