(R)-1-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-1-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester
• 英文别名: ethyl (1R)-1-ethyl-2-methyl-4-oxocyclohex-2-ene-1-carboxylate
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: WAYNBLFTMORQOL-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙基乙酰乙酸乙酯 在 哌啶 、 对甲苯磺酸 、 溶剂黄146 、 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 18.5h， 生成 (R)-1-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester
  参考文献：
  名称：

  Easy access to optically active Hagemann's esters

  摘要：

  The synthesis of optically active Hagemann's esters was investigated. The starting materials in this approach were enamino esters (R,Z)-8, prepared through the condensation of keto ester 6 with (R)-1-phenylethylamine 7. Michael addition reaction of the enamino esters (R,Z)-8 with methyl vinyl ketone gave the expected adducts 10 with good e.e.s of 93-96%. Subsequent annulation of the adducts furnished optically active Hagemann's esters. (C) 2001 Elsevier Science ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00105-7

文献信息

• Easy access to optically active Hagemann's esters
  作者：Mohammed Nour、Kimny Tan、Raphael Jankowski、Christian Cavé

  DOI：10.1016/s0957-4166(01)00105-7

  日期：2001.4

  The synthesis of optically active Hagemann's esters was investigated. The starting materials in this approach were enamino esters (R,Z)-8, prepared through the condensation of keto ester 6 with (R)-1-phenylethylamine 7. Michael addition reaction of the enamino esters (R,Z)-8 with methyl vinyl ketone gave the expected adducts 10 with good e.e.s of 93-96%. Subsequent annulation of the adducts furnished optically active Hagemann's esters. (C) 2001 Elsevier Science ltd. All rights reserved.