2'-oxo-<1,1';1',1''>tercyclobutane-1-carboxylic acid tert-butyl ester | 224824-06-0

• 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: 2'-oxo-<1,1';1',1''>tercyclobutane-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 1-(1-cyclobutyl-2-oxocyclobutyl)cyclobutane-1-carboxylate
• CAS: 224824-06-0
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: VRFWKGGCBDKXNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2'-oxo-<1,1';1',1''>tercyclobutane-1-carboxylic acid tert-butyl ester 在 盐酸 、 氢氧化钾 、 正丁基锂 、 氯化亚砜 、 二异丙胺 、 N,N-二甲基甲酰胺 、 肼 作用下， 以 二乙二醇 为溶剂， 反应 17.0h， 生成 cyclobutyl-<1,1';1',1''>tercyclobut-1-yl-methanone
  参考文献：
  名称：

  Towards acyclic 1,1-linked polycyclobutanes as potential precursors of polyspiranes with a helical primary structure: Synthesis of tercyclobutanes and attempted synthesis of quinquecyclobutanes

  摘要：

  Acyclic 1,1-linked polycyclobutanes 1 should be potentially prone to rearrange to polyspiranes with a helical primary structure. In an exploratory study, the synthesis of die tercyclobutanes 8 (5-6-7-8) and 15 (9-10-11-12-16-15 or 14-15), and several approaches to quinquecyclobutanes with the beta- and delta-ketoesters 35 (15-33-34-35) and 24b (23-24a-24b). respectively, as most promising precursors are described. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(99)00098-8
• 作为产物：
  描述：

  1-(2-cyclobutyl-oxiranyl)cyclobutanecarboxylic acid tert-butyl ester 在 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 2.5h， 以75%的产率得到2'-oxo-<1,1';1',1''>tercyclobutane-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Towards acyclic 1,1-linked polycyclobutanes as potential precursors of polyspiranes with a helical primary structure: Synthesis of tercyclobutanes and attempted synthesis of quinquecyclobutanes

  摘要：

  Acyclic 1,1-linked polycyclobutanes 1 should be potentially prone to rearrange to polyspiranes with a helical primary structure. In an exploratory study, the synthesis of die tercyclobutanes 8 (5-6-7-8) and 15 (9-10-11-12-16-15 or 14-15), and several approaches to quinquecyclobutanes with the beta- and delta-ketoesters 35 (15-33-34-35) and 24b (23-24a-24b). respectively, as most promising precursors are described. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(99)00098-8

文献信息

• Towards acyclic 1,1-linked polycyclobutanes as potential precursors of polyspiranes with a helical primary structure: Synthesis of tercyclobutanes and attempted synthesis of quinquecyclobutanes
  作者：Said Gaini-Rahimi、Christoph Steeneck、Imelda Meyer、Lutz Fitjer、Frank Pauer、Mathias Noltemeyer

  DOI：10.1016/s0040-4020(99)00098-8

  日期：1999.3

  Acyclic 1,1-linked polycyclobutanes 1 should be potentially prone to rearrange to polyspiranes with a helical primary structure. In an exploratory study, the synthesis of die tercyclobutanes 8 (5-6-7-8) and 15 (9-10-11-12-16-15 or 14-15), and several approaches to quinquecyclobutanes with the beta- and delta-ketoesters 35 (15-33-34-35) and 24b (23-24a-24b). respectively, as most promising precursors are described. (C) 1999 Elsevier Science Ltd. Ail rights reserved.