rel-(1R,2S)-methyl 2-butoxy-1-phenylcyclopropanecarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: rel-(1R,2S)-methyl 2-butoxy-1-phenylcyclopropanecarboxylate
• 英文别名: methyl 2-butoxy-1-phenylcyclopropanecarboxylate；methyl (1R,2S)-2-butoxy-1-phenylcyclopropane-1-carboxylate
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: XABZZYVHRKVJPJ-DZGCQCFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙酸甲酯 在 对甲苯磺酰叠氮 、 copper(II) bis(trifluoromethanesulfonate) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 rel-(1R,2S)-methyl 2-butoxy-1-phenylcyclopropanecarboxylate
  参考文献：
  名称：

  Copper(II)–acid catalyzed cyclopropanation of 1,3-dienamides by electrophilic activation of α-aryl diazoesters

  摘要：

  Copper(II)-acid catalyzed cyclopropanation of electron-rich alkenes, such as 1,3-dienamides, with cc-aryl diazoesters are described. The reaction could be performed without rare metal catalysts, excess substrate, or the need for the slow addition of the diazoesters. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.115

文献信息

• Effect of diazoalkane structure on the stereoselectivity of rhodium(II) (S)-N-(arylsulfonyl)prolinate catalyzed cyclopropanations
  作者：Huw M.L. Davies、Paul R. Bruzinski、Michael J. Fall

  DOI：10.1016/0040-4039(96)00823-4

  日期：1996.6

  Rhodium(II) (S)-N-(arylsulfonyl)prolinate catalyzed decomposition of diazoalkanes containing a methyl ester and either a vinyl or a phenyl group in the presence of alkenes results in highly diastereoselective and enantioselective cyclopropanations.

  在烯烃的存在下，铑（II）（S）-N-（芳基磺酰基）脯氨酸铑催化的含有甲基酯和乙烯基或苯基的重氮烷烃的分解导致高度非对映选择性和对映选择性的环丙烷化。
• Copper(II)–acid catalyzed cyclopropanation of 1,3-dienamides by electrophilic activation of α-aryl diazoesters
  作者：Eiji Tayama、Kouki Horikawa、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1016/j.tetlet.2014.03.115

  日期：2014.5

  Copper(II)-acid catalyzed cyclopropanation of electron-rich alkenes, such as 1,3-dienamides, with cc-aryl diazoesters are described. The reaction could be performed without rare metal catalysts, excess substrate, or the need for the slow addition of the diazoesters. (C) 2014 Elsevier Ltd. All rights reserved.