6-ethyl-4-hydroxy-6-methyl-1-oxacyclohexan-2-one | 119523-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 6-ethyl-4-hydroxy-6-methyl-1-oxacyclohexan-2-one
• 英文别名: 6-ethyl-6-methyl-4-hydroxy-δ-lactone；6-ethyl-4-hydroxy-6-methyl-δ-lactone；6-Ethyl-4-hydroxy-6-methyloxan-2-one
• CAS: 119523-94-3
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: HGMMKMBBGFWDBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Bromo-acetic acid 1-ethyl-1-methyl-3-oxo-propyl ester 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以17%的产率得到6-ethyl-4-hydroxy-6-methyl-1-oxacyclohexan-2-one
  参考文献：
  名称：

  Molander, Gary A.; Etter, Jeffrey B.; Harring, Lori S., Journal of the American Chemical Society, 1991, vol. 113, # 21, p. 8036 - 8045

  摘要：

  DOI：

文献信息

• Substituted 3-hydroxy-delta-lactones from epoxides
  申请人：Coates Geoffrey W.

  公开号：US20100145046A1

  公开（公告）日：2010-06-10

  Catalysts and methods for the carbonylation of epoxides to substituted 3-hydroxy-δ-lactones and β-lactones are disclosed.

  揭示了用于将环氧化合物羰基化为取代的3-羟基-δ-内酯和β-内酯的催化剂和方法。
• Carbonylation of Epoxides to Substituted 3-Hydroxy-δ-Lactones
  作者：John W. Kramer、Daniel Y. Joh、Geoffrey W. Coates

  DOI：10.1021/ol702475e

  日期：2007.12.1

  Substituted 3-hydroxy-delta-lactones (3HLs) are valuable intermediates in the synthesis of pharmaceuticals and other biologically active-natural products. Herein we report the first example of the catalytic carbonylation of substituted homoglycidols to 3HLs using HCo(CO)(4). Upon optimization of the catalyst and reaction conditions, a functionally diverse set of 3HLs was prepared. Mechanistic insight was gained by observation of the carbonylation reaction using in situ IR spectroscopy, and we propose a mechanism that is consistent with previously studied epoxide carbonylation systems.
• Molander, Gary A.; Etter, Jeffrey B.; Harring, Lori S., Journal of the American Chemical Society, 1991, vol. 113, # 21, p. 8036 - 8045
  作者：Molander, Gary A.、Etter, Jeffrey B.、Harring, Lori S.、Thorel, Pierre-Jean

  DOI：——

  日期：——