(S)-Boc-Glu(Ot-Bu)-NHBn | 1239116-67-6

• 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)-Boc-Glu(Ot-Bu)-NHBn
• 英文别名: tert-butyl (4S)-5-(benzylamino)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
• CAS: 1239116-67-6
• 化学式: C₂₁H₃₂N₂O₅
• 分子量: 392.495
• InChiKey: SNBHSDWEAPAPRQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4S)-4-[[叔丁氧羰基]氨基]-5-[(2,5-二氧代-1-吡咯烷基)氧基]-5-氧代戊酸叔丁酯 、 苄基叠氮 在 氢气 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以87%的产率得到(S)-Boc-Glu(Ot-Bu)-NHBn
  参考文献：
  名称：

  Pd-catalyzed one-pot chemoselective hydrogenation protocol for the preparation of carboxamides directly from azides

  摘要：

  Carboxamides were obtained efficiently in high yields from azides on reaction with the corresponding pre-formed activated carboxylic acids in a single-step reductive transformation using hydrogen atmosphere (balloon) under Pd/BaSO4 or Pd/CaCO3 catalysis. The method is highly chemoselective and compatible with extremely labile functional groups such as benzyl carbamates, benzyl ethers, benzyl esters, and olefins. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.066

文献信息

• Sodium methoxide: a simple but highly efficient catalyst for the direct amidation of esters
  作者：Takashi Ohshima、Yukiko Hayashi、Kazushi Agura、Yuka Fujii、Asako Yoshiyama、Kazushi Mashima

  DOI：10.1039/c2cc32153j

  日期：——

  A simple NaOMe catalyst provides superior accessibility to a wide variety of functionalized amides including peptides through direct amination of esters in an atom-economical and environmentally benign way.

  使用简单的 NaOMe 催化剂，就能以原子经济、对环境无害的方式，通过酯的直接胺化，获得包括肽在内的各种官能化酰胺。
• Pd-catalyzed one-pot chemoselective hydrogenation protocol for the preparation of carboxamides directly from azides
  作者：Sudhir N. Bavikar、Deepak B. Salunke、Braja G. Hazra、Vandana S. Pore、Josiane Thierry、Robert H. Dodd

  DOI：10.1016/j.tetlet.2010.05.066

  日期：2010.7

  Carboxamides were obtained efficiently in high yields from azides on reaction with the corresponding pre-formed activated carboxylic acids in a single-step reductive transformation using hydrogen atmosphere (balloon) under Pd/BaSO4 or Pd/CaCO3 catalysis. The method is highly chemoselective and compatible with extremely labile functional groups such as benzyl carbamates, benzyl ethers, benzyl esters, and olefins. (C) 2010 Elsevier Ltd. All rights reserved.