ethyl oxo(2-oxocyclododecyl)ethanoate | 553119-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl oxo(2-oxocyclododecyl)ethanoate
• 英文别名: Ethyl I+/-,2-dioxocyclododecaneacetate；ethyl 2-oxo-2-(2-oxocyclododecyl)acetate
• CAS: 553119-14-5
• 化学式: C₁₆H₂₆O₄
• 分子量: 282.38
• InChiKey: GMLJHHQFRVOCPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl oxo(2-oxocyclododecyl)ethanoate 在 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 48.0h， 生成 5,6,7,8,9,10,11,12,13,14-decahydro-2H-cyclododeca[b]pyran-2,3,4-tricarboxylic acid 4-ethyl ester 2,3-dimethyl ester
  参考文献：
  名称：

  A new synthesis of highly functionalized 2H-pyran derivatives

  摘要：

  Ethyl oxo-(2-oxo-cycloalkyl)-ethanoates undergo a smooth reaction with triphenylphosphine and dialkyl acetylenedicarboxylates via intramolecular Wittig reaction to produce spiro-cyclobutene derivatives. These spiro systems undergo electrocyclic ring opening reaction to produce electron-deficient 1,3-dienes, which spontaneously cyclize to 2H-pyran derivatives. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00114-5
• 作为产物：
  描述：

  环十二酮 、 草酸二乙酯 在 sodium ethanolate 作用下， 生成 ethyl oxo(2-oxocyclododecyl)ethanoate
  参考文献：
  名称：

  A new synthesis of highly functionalized 2H-pyran derivatives

  摘要：

  Ethyl oxo-(2-oxo-cycloalkyl)-ethanoates undergo a smooth reaction with triphenylphosphine and dialkyl acetylenedicarboxylates via intramolecular Wittig reaction to produce spiro-cyclobutene derivatives. These spiro systems undergo electrocyclic ring opening reaction to produce electron-deficient 1,3-dienes, which spontaneously cyclize to 2H-pyran derivatives. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00114-5

文献信息

• A new synthesis of highly functionalized 2H-pyran derivatives
  作者：Issa Yavari、Mohammad Bayat

  DOI：10.1016/s0040-4020(03)00114-5

  日期：2003.3

  Ethyl oxo-(2-oxo-cycloalkyl)-ethanoates undergo a smooth reaction with triphenylphosphine and dialkyl acetylenedicarboxylates via intramolecular Wittig reaction to produce spiro-cyclobutene derivatives. These spiro systems undergo electrocyclic ring opening reaction to produce electron-deficient 1,3-dienes, which spontaneously cyclize to 2H-pyran derivatives. (C) 2003 Elsevier Science Ltd. All rights reserved.