(1S,3S,6R)-tert-butyl 5-benzyl-3-isopropyl-2,5-diazabicyclo[4.1.0]heptane-2-carboxylate | 1421683-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (1S,3S,6R)-tert-butyl 5-benzyl-3-isopropyl-2,5-diazabicyclo[4.1.0]heptane-2-carboxylate
• 英文别名: tert-butyl (1S,3S,6R)-5-benzyl-3-propan-2-yl-2,5-diazabicyclo[4.1.0]heptane-2-carboxylate
• CAS: 1421683-45-5
• 化学式: C₂₀H₃₀N₂O₂
• 分子量: 330.47
• InChiKey: ZHQPBZKROSJYGN-FGTMMUONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二碘甲烷 、 (R)-tert-butyl 4-benzyl-2-(benzyloxymethyl)-3,4-dihydropyrazine-1(2H)-carboxylate 在 diethylzinc 作用下， 以 乙醚 、 正己烷 为溶剂， 以70%的产率得到(1S,3S,6R)-tert-butyl 5-benzyl-3-isopropyl-2,5-diazabicyclo[4.1.0]heptane-2-carboxylate
  参考文献：
  名称：

  Stereoselective cyclopropanation of chiral 5-substituted dihydro-2H-piperazines

  摘要：

  The Simmon-Smith cyclopropanation of enantiomerically enriched dehydropiperazines is reported. The reaction is highly stereoselective and allowed us to prepare new, enantiomerically enriched 3-substituted 2,5-diazabicyclo[4.1.0]heptane cores with high diastereomeric purity and a relative anti-configuration, which was assigned by NMR analysis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.015

文献信息

• Stereoselective cyclopropanation of chiral 5-substituted dihydro-2H-piperazines
  作者：Gianna Reginato、Maria Pia Catalani、Alessandro Mordini、Bernardo Pezzati、Andrea Bernardelli、Silvia Davalli、Nicola Pace

  DOI：10.1016/j.tetasy.2012.11.015

  日期：2013.1

  The Simmon-Smith cyclopropanation of enantiomerically enriched dehydropiperazines is reported. The reaction is highly stereoselective and allowed us to prepare new, enantiomerically enriched 3-substituted 2,5-diazabicyclo[4.1.0]heptane cores with high diastereomeric purity and a relative anti-configuration, which was assigned by NMR analysis. (C) 2012 Elsevier Ltd. All rights reserved.