4-(2-hydroxypropyl)-2-methyl-2-phenyl-1,3-oxathiolan-5-one | 1367367-75-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-hydroxypropyl)-2-methyl-2-phenyl-1,3-oxathiolan-5-one
• CAS: 1367367-75-6
• 化学式: C₁₃H₁₆O₃S
• 分子量: 252.334
• InChiKey: CAAQIMKLIHTMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxypropyl)-2-methyl-2-phenyl-1,3-oxathiolan-5-one 在 水 作用下， 生成
  参考文献：
  名称：

  Efficient Ce(III)-Catalyzed cis-Selective Synthetic Approach to γ-Lactones in Aqueous Media

  摘要：

  The first CeCl3 center dot 7H(2)O-catalyzed, one-pot synthesis of alpha-mercapto-gamma-lactones via regioselective epoxide ring opening and mercaptoacetylative cyclization cascades in water is reported. The reaction between 2-methyl-2-phenyl-1,3-oxathiolan-5-one and a variety of terminal epoxides was carried out in aqueous media to afford gamma-lactones in good to excellent yields (83-94%) with complete cis diastereoselectivity. Acetophenone obtained as a by-product was also recovered and recycled easily for further use.

  DOI：

  10.1080/00397911.2010.540923
• 作为产物：
  描述：

  2-methyl-2-phenyl-1,3-oxathiolan-5-one 、 methyloxirane 在 cerium(III) chloride heptahydrate 、 水 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4-(2-hydroxypropyl)-2-methyl-2-phenyl-1,3-oxathiolan-5-one
  参考文献：
  名称：

  Efficient Ce(III)-Catalyzed cis-Selective Synthetic Approach to γ-Lactones in Aqueous Media

  摘要：

  The first CeCl3 center dot 7H(2)O-catalyzed, one-pot synthesis of alpha-mercapto-gamma-lactones via regioselective epoxide ring opening and mercaptoacetylative cyclization cascades in water is reported. The reaction between 2-methyl-2-phenyl-1,3-oxathiolan-5-one and a variety of terminal epoxides was carried out in aqueous media to afford gamma-lactones in good to excellent yields (83-94%) with complete cis diastereoselectivity. Acetophenone obtained as a by-product was also recovered and recycled easily for further use.

  DOI：

  10.1080/00397911.2010.540923