(2S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-nitromethyl-6-oxo-piperidine-1-carboxylic acid tert-butyl ester | 444615-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-nitromethyl-6-oxo-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S,4S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(nitromethyl)-6-oxopiperidine-1-carboxylate
• CAS: 444615-87-6
• 化学式: C₂₈H₃₈N₂O₆Si
• 分子量: 526.705
• InChiKey: SXKCZLOZMDDEFN-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-nitromethyl-6-oxo-piperidine-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (4S,6S)-4-Aminomethyl-6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-one
  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：

  (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-6-oxopiperidine-1-carboxylate 在 苯基溴化硒 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-nitromethyl-6-oxo-piperidine-1-carboxylic 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.