((1R,2S,6S,7R,10S)-1-Iodo-4,4-dimethyl-9-oxo-3,5,8-trioxa-tricyclo[5.2.1.0^2,6]dec-10-yl)-acetic acid methyl ester | 157729-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ((1R,2S,6S,7R,10S)-1-Iodo-4,4-dimethyl-9-oxo-3,5,8-trioxa-tricyclo[5.2.1.0^2,6]dec-10-yl)-acetic acid methyl ester
• 英文别名: methyl 2-[(1R,2S,6S,7R,10S)-1-iodo-4,4-dimethyl-9-oxo-3,5,8-trioxatricyclo[5.2.1.02,6]decan-10-yl]acetate
• CAS: 157729-75-4
• 化学式: C₁₂H₁₅IO₆
• 分子量: 382.152
• InChiKey: XEDMGPAKHQGNPA-GXXCTWPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((1R,2S,6S,7R,10S)-1-Iodo-4,4-dimethyl-9-oxo-3,5,8-trioxa-tricyclo[5.2.1.0^2,6]dec-10-yl)-acetic acid methyl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 生成 ((1S,2R,6R,7R,10R)-4,4-Dimethyl-9-oxo-3,5,8-trioxa-tricyclo[5.2.1.0^2,6]dec-10-yl)-acetic acid methyl ester
  参考文献：
  名称：

  Formation of highly substituted cyclopentanes from radical and anionic Michael cyclisations of α-iodo-γ- and -δ-lactones

  摘要：

  alpha-Iodos-delta- and -gamma-hexonolactones with alpha,beta-unsaturated esters developed from C-6 undergo both tributyltin hydride-induced radical and base catalysed anionic Michael cyclisations to form bicyclic lactones with very highly substituted homochiral cyclopentanes. The delta-lactones give cyclopentane products in which adjacent carbon substituents on the cyclopentane ring are cis to each other, whereas gamma-lactones give cyclopentanes in which the carbon chains are trans.

  DOI：

  10.1016/s0040-4039(00)76978-4
• 作为产物：
  描述：

  (3aS,4S,7R,7aS)-7-iodo-2,2-dimethyl-6-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-carbaldehyde 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 ((1R,2S,6S,7R,10S)-1-Iodo-4,4-dimethyl-9-oxo-3,5,8-trioxa-tricyclo[5.2.1.0^2,6]dec-10-yl)-acetic acid methyl ester
  参考文献：
  名称：

  Formation of highly substituted cyclopentanes from radical and anionic Michael cyclisations of α-iodo-γ- and -δ-lactones

  摘要：

  alpha-Iodos-delta- and -gamma-hexonolactones with alpha,beta-unsaturated esters developed from C-6 undergo both tributyltin hydride-induced radical and base catalysed anionic Michael cyclisations to form bicyclic lactones with very highly substituted homochiral cyclopentanes. The delta-lactones give cyclopentane products in which adjacent carbon substituents on the cyclopentane ring are cis to each other, whereas gamma-lactones give cyclopentanes in which the carbon chains are trans.

  DOI：

  10.1016/s0040-4039(00)76978-4