1-O-tert-butyl 2-O-methyl (2S,4R)-4-(2-nitropropan-2-yl)-6-oxopiperidine-1,2-dicarboxylate | 444616-05-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-O-tert-butyl 2-O-methyl (2S,4R)-4-(2-nitropropan-2-yl)-6-oxopiperidine-1,2-dicarboxylate
• CAS: 444616-05-1
• 化学式: C₁₅H₂₄N₂O₇
• 分子量: 344.365
• InChiKey: XYGJXVXDZAKHMZ-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-O-tert-butyl 2-O-methyl (2S,4R)-4-(2-nitropropan-2-yl)-6-oxopiperidine-1,2-dicarboxylate 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 (2S,4R)-4-(1-Amino-1-methyl-ethyl)-6-oxo-piperidine-2-carboxylic 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
• 作为产物：
  描述：

  methyl (2S)-N-tert-butoxycarbonyl-6-oxopiperidine-2-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 1-O-tert-butyl 2-O-methyl (2S,4R)-4-(2-nitropropan-2-yl)-6-oxopiperidine-1,2-dicarboxylate
  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.