4-O-ethyl 1-O,1-O'-dimethyl 4-acetyl-3,5-dimethylidenecyclohexane-1,1,4-tricarboxylate | 1145687-22-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-O-ethyl 1-O,1-O'-dimethyl 4-acetyl-3,5-dimethylidenecyclohexane-1,1,4-tricarboxylate
• CAS: 1145687-22-4
• 化学式: C₁₇H₂₂O₇
• 分子量: 338.357
• InChiKey: GYNUCYXCTLDUEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  二甲基-2.2-二(丙-2-炔基)丙二酸二乙酯 、 乙酰乙酸乙酯 在 indium(III) tris[bis(trifluoromethanesulfonyl)amide] 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以78%的产率得到4-O-ethyl 1-O,1-O'-dimethyl 4-acetyl-3,5-dimethylidenecyclohexane-1,1,4-tricarboxylate
  参考文献：
  名称：

  Indium-Catalyzed [1 + n] Annulation Reaction between β-Ketoester and α,ω-Diyne

  摘要：

  A catalytic amount of In(NTf(2))(3) effects the inter- and intramolecular addition of a beta-ketoester to an alpha,omega-diyne to produce a 1,3-dimethylenecycloalkane derivative in a single step. This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five-to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields.

  DOI：

  10.1021/ol9003542

文献信息

• Indium-Catalyzed [1 + <i>n</i>] Annulation Reaction between β-Ketoester and α,ω-Diyne
  作者：Hayato Tsuji、Iku Tanaka、Kohei Endo、Ken-ichi Yamagata、Masaharu Nakamura、Eiichi Nakamura

  DOI：10.1021/ol9003542

  日期：2009.4.16

  A catalytic amount of In(NTf(2))(3) effects the inter- and intramolecular addition of a beta-ketoester to an alpha,omega-diyne to produce a 1,3-dimethylenecycloalkane derivative in a single step. This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five-to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields.