[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester | 444616-16-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-5-oxopyrrolidin-3-yl]propan-2-yl]carbamate
• CAS: 444616-16-4
• 化学式: C₂₈H₄₀N₂O₄Si
• 分子量: 496.722
• InChiKey: LIKOERAZBUQPFM-YADHBBJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester 在 四丁基氟化铵 、 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 sodium chlorite 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以80%的产率得到(S)-2-tert-Butoxycarbonylamino-3-((R)-5-oxo-pyrrolidin-3-yl)-propionic acid
  参考文献：
  名称：

  Stereocontrolled synthesis of enantiopure diversely functionalized prototypical piperidinone libraries, and constrained analogs of 4-substituted 2-amino adipic acid

  摘要：

  Enantiopure 2-substituted 4.5-unsaturated piperidinones were subjected to stereocontrolled nitroalkane additions and the corresponding products were further manipulated to produce 4-aminomethyl derivatives. Diverse substitution led to a set of 4-arylsulfonamides and O-carbamates as examples of prototypical piperidinone libraries with two sites of diversity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00183-1
• 作为产物：
  描述：

  (3R,5S)-5-tert-Butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester 在 palladium on activated charcoal 氢气 、 吡啶 作用下， 以 甲醇 、 甲苯 为溶剂， 以60%的产率得到[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Stereocontrolled synthesis of enantiopure diversely functionalized prototypical piperidinone libraries, and constrained analogs of 4-substituted 2-amino adipic acid

  摘要：

  Enantiopure 2-substituted 4.5-unsaturated piperidinones were subjected to stereocontrolled nitroalkane additions and the corresponding products were further manipulated to produce 4-aminomethyl derivatives. Diverse substitution led to a set of 4-arylsulfonamides and O-carbamates as examples of prototypical piperidinone libraries with two sites of diversity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00183-1

文献信息

• Stereocontrolled synthesis of enantiopure diversely functionalized prototypical piperidinone libraries, and constrained analogs of 4-substituted 2-amino adipic acid
  作者：Stephen Hanessian、Mehran Seid、Ingemar Nilsson

  DOI：10.1016/s0040-4039(02)00183-1

  日期：2002.3

  Enantiopure 2-substituted 4.5-unsaturated piperidinones were subjected to stereocontrolled nitroalkane additions and the corresponding products were further manipulated to produce 4-aminomethyl derivatives. Diverse substitution led to a set of 4-arylsulfonamides and O-carbamates as examples of prototypical piperidinone libraries with two sites of diversity. (C) 2002 Elsevier Science Ltd. All rights reserved.