2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane | 56161-50-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane
• 英文别名: 2-(1-Phenylsulfanylpropan-2-yl)-1,3-dioxolane
• CAS: 56161-50-3
• 化学式: C₁₂H₁₆O₂S
• 分子量: 224.324
• InChiKey: VOCWCEQNBFWGCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane 、 环己烷基甲醛 在 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium 作用下， 生成 1-Cyclohexyl-3-[1,3]dioxolan-2-yl-butan-1-ol
  参考文献：
  名称：

  Carbonyl-protected .beta.-lithio aldehydes and ketones via reductive lithiation. A general preparative method for remarkably versatile homoenolate equivalents

  摘要：

  A general procedure for producing homoenolate equivalents consists of reductive lithiation, induced by 4,4'-di-tert-butylbiphenylide, of carbonyl-protected beta-(phenylthio) carbonyl compounds prepared in turn by thiophenol addition to enones or the alkylation of silyl enol ethers by alpha-chlorothioethers.

  DOI：

  10.1021/jo00027a004
• 作为产物：
  描述：

  (-)-2-methyl-3-phenylthiopropanal 、 乙二醇 在 氢气 作用下， 生成 2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane
  参考文献：
  名称：

  Carbonyl-protected .beta.-lithio aldehydes and ketones via reductive lithiation. A general preparative method for remarkably versatile homoenolate equivalents

  摘要：

  A general procedure for producing homoenolate equivalents consists of reductive lithiation, induced by 4,4'-di-tert-butylbiphenylide, of carbonyl-protected beta-(phenylthio) carbonyl compounds prepared in turn by thiophenol addition to enones or the alkylation of silyl enol ethers by alpha-chlorothioethers.

  DOI：

  10.1021/jo00027a004

文献信息

• Carbonyl-protected .beta.-lithio aldehydes and ketones via reductive lithiation. A general preparative method for remarkably versatile homoenolate equivalents
  作者：John P. Cherkauskas、Theodore Cohen

  DOI：10.1021/jo00027a004

  日期：1992.1

  A general procedure for producing homoenolate equivalents consists of reductive lithiation, induced by 4,4'-di-tert-butylbiphenylide, of carbonyl-protected beta-(phenylthio) carbonyl compounds prepared in turn by thiophenol addition to enones or the alkylation of silyl enol ethers by alpha-chlorothioethers.