[(E)-(R)-3-[4-[(E)-(R)-3-Benzyloxycarbonylamino-4-(2-trimethylsilanyl-ethoxymethoxy)-but-1-enyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-allyl]-carbamic acid benzyl ester | 444993-51-5

• 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-(2-trimethylsilanyl-ethoxymethoxy)-but-1-enyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-allyl]-carbamic acid benzyl ester
• 英文别名: benzyl N-[(E,2R)-4-[4-[(E,3R)-3-(phenylmethoxycarbonylamino)-4-(2-trimethylsilylethoxymethoxy)but-1-enyl]-1-(2-trimethylsilylethoxymethyl)pyrrol-3-yl]-1-(2-trimethylsilylethoxymethoxy)but-3-en-2-yl]carbamate
• CAS: 444993-51-5
• 化学式: C₄₆H₇₃N₃O₉Si₃
• 分子量: 896.357
• InChiKey: SQYZBXKTJLGQDQ-URKKSKQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.07
• 重原子数：
  61
• 可旋转键数：
  31
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(E)-(R)-3-[4-[(E)-(R)-3-Benzyloxycarbonylamino-4-(2-trimethylsilanyl-ethoxymethoxy)-but-1-enyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-allyl]-carbamic acid benzyl ester 在 二氮烯 作用下， 以68%的产率得到[(R)-3-[4-[(R)-3-Benzyloxycarbonylamino-4-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-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：

  (R)-(1-hydroxymethallyl)carbamic acid benzyl ester 在 palladium diacetate 三丁基膦 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(E)-(R)-3-[4-[(E)-(R)-3-Benzyloxycarbonylamino-4-(2-trimethylsilanyl-ethoxymethoxy)-but-1-enyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrol-3-yl]-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-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

文献信息

• Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues
  作者：Philip N. Collier、Ian Patel、Richard J.K. Taylor

  DOI：10.1016/s0040-4039(02)00512-9

  日期：2002.4

  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.