(S)-1-benzyl-3-(benzyloxy)piperidine-2,6-dione | 1032819-33-2

• 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: (S)-1-benzyl-3-(benzyloxy)piperidine-2,6-dione
• 英文别名: (3S)-1-benzyl-3-phenylmethoxypiperidine-2,6-dione
• CAS: 1032819-33-2
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: JVZNMTVQHVSIEX-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-benzyl-3-(benzyloxy)piperidine-2,6-dione 在 三氟化硼乙醚 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.0h， 生成 (4aS,6R,9aR)-1-benzylhexahydro-1H-6,9a-methanooxepino[3,2-b]pyridine-2(3H)-one
  参考文献：
  名称：

  Sequential 1,4- and 1,2-Addition Reactions to α,β-Unsaturated N-Acyliminium Ions: A New Strategy for the Synthesis of Spiro and Bridged Heterocycles

  摘要：

  Novel bicyclic and tetracyclic spirocycles and tricyclic bridged heterocyclic systems can be readily prepared from sequential 1,4- and 1,2-addition reactions of latent bis-nucleophiles to alpha,beta-unsaturated N-acyliminium ions.

  DOI：

  10.1021/ol4029513
• 作为产物：
  描述：

  溴甲苯 、 (S)-1-benzyl-3-hydroxypiperidine-2,6-dione 在 silver(l) oxide 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以92%的产率得到(S)-1-benzyl-3-(benzyloxy)piperidine-2,6-dione
  参考文献：
  名称：

  Sequential 1,4- and 1,2-Addition Reactions to α,β-Unsaturated N-Acyliminium Ions: A New Strategy for the Synthesis of Spiro and Bridged Heterocycles

  摘要：

  Novel bicyclic and tetracyclic spirocycles and tricyclic bridged heterocyclic systems can be readily prepared from sequential 1,4- and 1,2-addition reactions of latent bis-nucleophiles to alpha,beta-unsaturated N-acyliminium ions.

  DOI：

  10.1021/ol4029513

文献信息

• A new approach for the asymmetric synthesis of (2S,3S)-3-hydroxypipecolic acid
  作者：Liang-Xian Liu、Qi-Long Peng、Pei-Qiang Huang

  DOI：10.1016/j.tetasy.2008.04.031

  日期：2008.5

  An efficient stereoselective synthesis of (2S,3S)-3-hydroxypipecolic acid was achieved from (S)-glutamic acid via the furylation of an N-protected 6-hydroxy-2-piperidinone using furan as a nucleophile and the oxidation of the furyl group to a carboxylic group as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.
• Sequential 1,4- and 1,2-Addition Reactions to α,β-Unsaturated <i>N</i>-Acyliminium Ions: A New Strategy for the Synthesis of Spiro and Bridged Heterocycles
  作者：Arife Yazici、Stephen G. Pyne

  DOI：10.1021/ol4029513

  日期：2013.11.15

  Novel bicyclic and tetracyclic spirocycles and tricyclic bridged heterocyclic systems can be readily prepared from sequential 1,4- and 1,2-addition reactions of latent bis-nucleophiles to alpha,beta-unsaturated N-acyliminium ions.