(S)-tert-butyl 2-(azidomethyl)-5-oxopyrrolidine-1-carboxylate | 515863-25-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-tert-butyl 2-(azidomethyl)-5-oxopyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-(azidomethyl)-5-oxopyrrolidine-1-carboxylate
• CAS: 515863-25-9
• 化学式: C₁₀H₁₆N₄O₃
• 分子量: 240.262
• InChiKey: SLBLCNOOWVQXJP-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 2-(azidomethyl)-5-oxopyrrolidine-1-carboxylate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (R)-6-氧代哌啶-3-氨基甲酸叔丁酯
  参考文献：
  名称：

  Diastereoselective synthesis of enantiopure differentially protected cis-4,5-diaminopiperidin-2-one through intramolecular transamidation

  摘要：

  The diastereoselective synthesis of enantiopure differentially protected cis-4,5-diaminopiperidin-2-one was achieved by means of conjugate addition of ammonia to an unsaturated gamma-lactam and transamidation reaction with ring expansion as the main steps. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02418-8
• 作为产物：
  描述：

  L-焦谷氨醇 在 4-二甲氨基吡啶 、 sodium azide 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (S)-tert-butyl 2-(azidomethyl)-5-oxopyrrolidine-1-carboxylate
  参考文献：
  名称：

  Diastereoselective synthesis of enantiopure differentially protected cis-4,5-diaminopiperidin-2-one through intramolecular transamidation

  摘要：

  The diastereoselective synthesis of enantiopure differentially protected cis-4,5-diaminopiperidin-2-one was achieved by means of conjugate addition of ammonia to an unsaturated gamma-lactam and transamidation reaction with ring expansion as the main steps. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02418-8

文献信息

• Synthesis of 5-Amino- and 4-Hydroxy-2-phenylsulfonylmethylpiperidines
  作者：Nicole Langlois、Julien Massé

  DOI：10.3987/com-08-s(f)37

  日期：——

  Suitable protected 5-amino- and 4-hydroxy-2-phenylsulfonylmethylpiperidines were synthesized from functionalized N-benzyloxycarbonylpiperidin-2-ones through the opening of lactam ring by methyl phenyl sulfone carbanion followed by reductive aminocyclization.