Methyl 4,4-Dimethyl-1-(2-methylenebutyl)-2-oxocyclopentanecarboxylate | 131833-50-6

• 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: Methyl 4,4-Dimethyl-1-(2-methylenebutyl)-2-oxocyclopentanecarboxylate
• 英文别名: methyl 4,4-dimethyl-1-(2-methylidenebutyl)-2-oxocyclopentane-1-carboxylate
• CAS: 131833-50-6
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: PVUDCLIEGDZZNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Methyl 4,4-Dimethyl-1-(2-methylenebutyl)-2-oxocyclopentanecarboxylate 在 sodium hydroxide 、 双氧水 、 sodium hydride 、 臭氧 、 一水合肼 、 溶剂黄146 、 lithium iodide 、 锌 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 167.75h， 生成
  参考文献：
  名称：

  1,3-Elimination reactions of (3,4-epoxybutyl)stannanes. Approach to the synthesis of hirsutene

  摘要：

  An advanced tricyclic precursor of hirsutene (3) was prepared by a 1,3-elimination reaction of spirocyclic epoxy stannane 7b. Compound 7b was synthesized efficiently from hydroxycyclohexenone 8b by conjugate addition of [(CH3)3Sn]2CuLi, Wittig methylenation, and VO(acac)2-catalyzed epoxidation. Intermediate 8b was prepared in five steps from the known enone 9 in 18% overall yield. An improved synthesis makes compound 9 available in four efficient steps from keto ester 12.

  DOI：

  10.1021/jo00006a020
• 作为产物：
  描述：

  2-Methylene-1-butanol 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.42h， 生成 Methyl 4,4-Dimethyl-1-(2-methylenebutyl)-2-oxocyclopentanecarboxylate
  参考文献：
  名称：

  1,3-Elimination reactions of (3,4-epoxybutyl)stannanes. Approach to the synthesis of hirsutene

  摘要：

  An advanced tricyclic precursor of hirsutene (3) was prepared by a 1,3-elimination reaction of spirocyclic epoxy stannane 7b. Compound 7b was synthesized efficiently from hydroxycyclohexenone 8b by conjugate addition of [(CH3)3Sn]2CuLi, Wittig methylenation, and VO(acac)2-catalyzed epoxidation. Intermediate 8b was prepared in five steps from the known enone 9 in 18% overall yield. An improved synthesis makes compound 9 available in four efficient steps from keto ester 12.

  DOI：

  10.1021/jo00006a020

文献信息

• PLAMONDON, LOUIS;WUEST, JAMES D., J. ORG. CHEM., 56,(1991) N, C. 2076-2081
  作者：PLAMONDON, LOUIS、WUEST, JAMES D.

  DOI：——

  日期：——