1-Ethoxycarbonylmethyl-3-methyl-cyclohex-2-enecarboxylic acid ethyl ester | 500707-35-7

• 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: 1-Ethoxycarbonylmethyl-3-methyl-cyclohex-2-enecarboxylic acid ethyl ester
• 英文别名: Ethyl 1-(2-ethoxy-2-oxoethyl)-3-methylcyclohex-2-ene-1-carboxylate；ethyl 1-(2-ethoxy-2-oxoethyl)-3-methylcyclohex-2-ene-1-carboxylate
• CAS: 500707-35-7
• 化学式: C₁₄H₂₂O₄
• 分子量: 254.326
• InChiKey: QEEVWRVVPDPBNS-UHFFFAOYSA-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：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Ethoxycarbonylmethyl-3-methyl-cyclohex-2-enecarboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 144.0h， 以75%的产率得到1-Carboxymethyl-3-methyl-cyclohex-2-enecarboxylic acid ethyl ester
  参考文献：
  名称：

  A Concise Synthesis of the Tricyclic Skeleton of Pleuromutilin and a New Approach to Cycloheptenes

  摘要：

  A short synthesis of the tricyclic skeleton of pleuromutilin is reported, featuring an unusually efficient 8-endo-trig radical cyclization of a xanthate precursor. In the course of this study, a one-carbon ring expansion leading to cycloheptenes was uncovered.

  DOI：

  10.1021/ol027312m
• 作为产物：
  描述：

  1-Ethoxycarbonylmethyl-3-methyl-cyclohexa-2,5-dienecarboxylic acid ethyl ester 在 Wilkinson's catalyst 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以90%的产率得到1-Ethoxycarbonylmethyl-3-methyl-cyclohex-2-enecarboxylic acid ethyl ester
  参考文献：
  名称：

  A Concise Synthesis of the Tricyclic Skeleton of Pleuromutilin and a New Approach to Cycloheptenes

  摘要：

  A short synthesis of the tricyclic skeleton of pleuromutilin is reported, featuring an unusually efficient 8-endo-trig radical cyclization of a xanthate precursor. In the course of this study, a one-carbon ring expansion leading to cycloheptenes was uncovered.

  DOI：

  10.1021/ol027312m

文献信息

• A Concise Synthesis of the Tricyclic Skeleton of Pleuromutilin and a New Approach to Cycloheptenes
  作者：Eric Bacqué、François Pautrat、Samir Z. Zard

  DOI：10.1021/ol027312m

  日期：2003.2.1

  A short synthesis of the tricyclic skeleton of pleuromutilin is reported, featuring an unusually efficient 8-endo-trig radical cyclization of a xanthate precursor. In the course of this study, a one-carbon ring expansion leading to cycloheptenes was uncovered.