(2S)-4-Amino-2-(benzyloxycarbonylamino)butansaeure-benzylester | 124921-76-2

• 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: (2S)-4-Amino-2-(benzyloxycarbonylamino)butansaeure-benzylester
• 英文别名: (S)-benzyl 4-amino-2-(((benzyloxy)carbonyl)amino)butanoate；benzyl (2S)-4-amino-2-(phenylmethoxycarbonylamino)butanoate
• CAS: 124921-76-2
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: JMQIILMPJZJEEQ-KRWDZBQOSA-N

物化性质

• 熔点：
  100-102 °C
• 沸点：
  527.6±50.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-4-Amino-2-(benzyloxycarbonylamino)butansaeure-benzylester 在 sodium acetate 、 乙酸酐 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 benzyl (2S)-4-(2,5-dioxopyrrol-1-yl)-2-(phenylmethoxycarbonylamino)butanoate
  参考文献：
  名称：

  Synthesis and evaluation of peptidic maleimides as transglutaminase inhibitors

  摘要：

  A series of novel transglutaminase inhibitors was prepared, based on the scaffold of a commonly used peptide substrate and bearing an electrophilic maleimide group. These compounds were evaluated in vitro and shown to lead to irreversible inactivation of tissue transglutaminase. Comparison with inhibitors studied previously provides insight into the steric environment of the enzyme active site. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.061
• 作为产物：
  描述：

  N-alpha-苄氧羰基-L-2,4-二氨基丁酸 在 sodium hydroxide 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 (2S)-4-Amino-2-(benzyloxycarbonylamino)butansaeure-benzylester
  参考文献：
  名称：

  Synthesis and evaluation of peptidic maleimides as transglutaminase inhibitors

  摘要：

  A series of novel transglutaminase inhibitors was prepared, based on the scaffold of a commonly used peptide substrate and bearing an electrophilic maleimide group. These compounds were evaluated in vitro and shown to lead to irreversible inactivation of tissue transglutaminase. Comparison with inhibitors studied previously provides insight into the steric environment of the enzyme active site. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.061

文献信息

• [EN] ANTIMICROBIAL POLYMYXINS FOR TREATMENT OF BACTERIAL INFECTIONS<br/>[FR] POLYMYXINES ANTIMICROBIENNES POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：MICURX PHARMACEUTICALS INC

  公开号：WO2016100578A3

  公开（公告）日：2016-08-11
• Preparation of pseudo glycoamino acid and its application to glycopeptide synthesis
  作者：Yusuke Tomabechi、Toshiyuki Inazu

  DOI：10.1016/j.tetlet.2011.09.121

  日期：2011.11

  A pseudo glycoamino acid composed of a 1,3-diol structure and an amino acid was synthesized. This amino acid analog can act as an alternative acceptor to an amino acid containing GlcNAc for transglycosylation by Endo-M. A pseudo glycopeptide was synthesized using the pseudo glycoamino acid by a solid phase procedure. We attempted transglycosylation of N-glycan to the peptide using Endo-M. (C) 2011 Elsevier Ltd. All rights reserved.
• Gleich, Alexander; Schmidtchen, Franz P., Chemische Berichte, 1990, vol. 123, # 4, p. 907 - 915
  作者：Gleich, Alexander、Schmidtchen, Franz P.

  DOI：——

  日期：——
• GLEICH, ALEXANDER;SCHMIDTCHEN, FRANZ P., CHEM. BER., 123,(1990) N, C. 907-915
  作者：GLEICH, ALEXANDER、SCHMIDTCHEN, FRANZ P.

  DOI：——

  日期：——