(3R,5S)-5-tert-Butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester | 444616-15-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,5S)-5-tert-Butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester
• 英文别名: methyl (3R,5S)-6-[tert-butyl(diphenyl)silyl]oxy-5-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(nitromethyl)hexanoate
• CAS: 444616-15-3
• 化学式: C₂₉H₄₂N₂O₇Si
• 分子量: 558.747
• InChiKey: QFVANGGRZOFMNX-PKTZIBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  tert-butyl (2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-oxo-2,3-dihydropyridine-1-carboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 生成 (3R,5S)-5-tert-Butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl 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