{(E)-(R)-3-[4-((E)-(R)-3-Benzyloxycarbonylamino-4-hydroxy-but-1-enyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-hydroxymethyl-allyl}-carbamic acid benzyl ester | 444993-50-4

• 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: {(E)-(R)-3-[4-((E)-(R)-3-Benzyloxycarbonylamino-4-hydroxy-but-1-enyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-hydroxymethyl-allyl}-carbamic acid benzyl ester
• CAS: 444993-50-4
• 化学式: C₃₄H₄₅N₃O₇Si
• 分子量: 635.833
• InChiKey: VBDRKVMWHHBVII-ALVKZRMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  45.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  131.28
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {(E)-(R)-3-[4-((E)-(R)-3-Benzyloxycarbonylamino-4-hydroxy-but-1-enyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-hydroxymethyl-allyl}-carbamic acid benzyl ester 在 二氮烯 作用下， 以61%的产率得到{(R)-3-[4-((R)-3-Benzyloxycarbonylamino-4-hydroxy-butyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-hydroxymethyl-propyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues

  摘要：

  Heck reactions of unsaturated amino acid building blocks are described which allow acess to homo- and bis-homophenylalanine derivatives and to gamma,delta-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrrololine and deoxypyrrololine analogues are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00512-9
• 作为产物：
  描述：

  氯甲酸苄酯 在 palladium diacetate sodium hydroxide 、 三丁基膦 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(E)-(R)-3-[4-((E)-(R)-3-Benzyloxycarbonylamino-4-hydroxy-but-1-enyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-hydroxymethyl-allyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues

  摘要：

  Heck reactions of unsaturated amino acid building blocks are described which allow acess to homo- and bis-homophenylalanine derivatives and to gamma,delta-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrrololine and deoxypyrrololine analogues are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00512-9