(1'R)-Dimethyl 3-methyl-3-(4-methyl-3-cyclohexen-1-yl)-4-(1-methylethylidene)-1,1-cyclopentanedicarboxylate | 138282-84-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1'R)-Dimethyl 3-methyl-3-(4-methyl-3-cyclohexen-1-yl)-4-(1-methylethylidene)-1,1-cyclopentanedicarboxylate
• 英文别名: dimethyl 3-methyl-3-[(1R)-4-methylcyclohex-3-en-1-yl]-4-propan-2-ylidenecyclopentane-1,1-dicarboxylate
• CAS: 138282-84-5；138282-94-7
• 化学式: C₂₀H₃₀O₄
• 分子量: 334.456
• InChiKey: ANSYWZIGPGVKIZ-FUKCDUGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甜橙提取物 、 Dimethyl 2-isopropylidenecyclopropanedicarboxylate 在 二丁基二硫 作用下， 以73%的产率得到(1'R)-Dimethyl 3-methyl-3-(4-methyl-3-cyclohexen-1-yl)-4-(1-methylethylidene)-1,1-cyclopentanedicarboxylate
  参考文献：
  名称：

  亚甲基环丙烷羧酸盐和-二羧酸盐，有效的试剂，用于[3 + 2]亚甲基环戊烷环化未活化和富电子的烯烃

  摘要：

  易于获得的亚甲基环丙烷1和2通过噻吩基自由基催化的链环化有效地使未活化的和富电子的烯烃环化。

  DOI：

  10.1016/s0040-4039(00)93550-0

文献信息

• Methylenecyclopropanecarboxylates and -dicarboxylates, efficient reagents for the [3 + 2] methylenecyclopentane annulation of unactivated and electron-rich alkenes
  作者：Daniel A. Singleton、Chad C. Huval、Kevin M. Church、E.Scott Priestley

  DOI：10.1016/s0040-4039(00)93550-0

  日期：1991.10

  The readily available methylenecyclopropanes 1 and 2 efficiently annulate unactivated and electron rich alkenes via a thiyl-radical catalyzed chain cyclization.

  易于获得的亚甲基环丙烷1和2通过噻吩基自由基催化的链环化有效地使未活化的和富电子的烯烃环化。
• Huval Chad C., Singleton Daniel A., J. Org. Chem., 59 (1994) N 8, S 2020-2024
  作者：Huval Chad C., Singleton Daniel A.

  DOI：——

  日期：——
• Versatile [3 + 2] methylenecyclopentane annulations of unactivated and electron-rich olefins with [(trimethylsilyl)methylene]cyclopropanedicarboxylates
  作者：Chad C. Huval、Daniel A. Singleton

  DOI：10.1021/jo00087a015

  日期：1994.4

  [(Trimethylsilyl)methylene] cyclopropanedicarboxylates 8a-e are readily available from the cyclopropanation of the silylallenes 7a-e with dimethyl diazomalonate. The free-radical mediated methylenecyclopentane annulations of unactivated and electron-rich alkenes with 8a-e proceed in high yield. The product vinylsilanes are set up for diverse secondary conversions, making annulations with 8a-e highly versatile in the synthesis of cyclopentanes.