diethyl (1RS,6SR)-7,8-diazabicyclo[4.2.0]octane-7,8-dicarboxylate | 1273252-68-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂环丁烷
• 英文名称: diethyl (1RS,6SR)-7,8-diazabicyclo[4.2.0]octane-7,8-dicarboxylate
• 英文别名: diethyl (1S,6R)-7,8-diazabicyclo[4.2.0]octane-7,8-dicarboxylate
• CAS: 1273252-68-8
• 化学式: C₁₂H₂₀N₂O₄
• 分子量: 256.302
• InChiKey: RZLSZWGACDJHJZ-AOOOYVTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-bromocyclohex-2-en-1-ol 在 copper(l) iodide 、 palladium 10% on activated carbon 、 氢气 、 caesium carbonate 、 N,N-二甲基乙二胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 40.5h， 生成 diethyl (1RS,6SR)-7,8-diazabicyclo[4.2.0]octane-7,8-dicarboxylate
  参考文献：
  名称：

  Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis

  摘要：

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.

  DOI：

  10.1021/ol200193n

文献信息

• Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis
  作者：Michael J. Brown、Guy J. Clarkson、Graham G. Inglis、Michael Shipman

  DOI：10.1021/ol200193n

  日期：2011.4.1

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.