[(3S)-3,4-dihydroxybutyl] methanesulfonate | 140192-44-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [(3S)-3,4-dihydroxybutyl] methanesulfonate
• CAS: 140192-44-5
• 化学式: C₅H₁₂O₅S
• 分子量: 184.213
• InChiKey: DHYUMTQFKWJIFQ-YFKPBYRVSA-N

物化性质

• 沸点：
  428.2±35.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  92.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3S)-3,4-dihydroxybutyl] methanesulfonate 、 叔丁基二苯基氯硅烷 在 咪唑 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Diastereoselective alkylation of carbanions derived from 1,3-oxathianes

  摘要：

  Carbanions derived from 4-substituted-1,3-oxathiolane and oxathiane were studied. The magnesium anion of 2-phenyl-4-t-butyldiphenylsilyloxy-1,3-oxathiane reacts with benzaldehyde to give the benzhydrol adduct in a seven to one ratio of diastereoisomers. It was also found that solvent had an effect on site of metalation and in ether 2-phenyl-4-dimethylamino-1,3-oxathiane reacts with s-butylithium to give ortho metalation. The resulting anion reacts with benzaldehyde to give a 4:1 ratio of diastereoisomers.

  DOI：

  10.1016/s0040-4039(00)77700-8
• 作为产物：
  描述：

  methanesulfonic acid 2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl ester 在 Dowex 50 作用下， 以 甲醇 为溶剂， 生成 [(3S)-3,4-dihydroxybutyl] methanesulfonate
  参考文献：
  名称：

  Diastereoselective alkylation of carbanions derived from 1,3-oxathianes

  摘要：

  Carbanions derived from 4-substituted-1,3-oxathiolane and oxathiane were studied. The magnesium anion of 2-phenyl-4-t-butyldiphenylsilyloxy-1,3-oxathiane reacts with benzaldehyde to give the benzhydrol adduct in a seven to one ratio of diastereoisomers. It was also found that solvent had an effect on site of metalation and in ether 2-phenyl-4-dimethylamino-1,3-oxathiane reacts with s-butylithium to give ortho metalation. The resulting anion reacts with benzaldehyde to give a 4:1 ratio of diastereoisomers.

  DOI：

  10.1016/s0040-4039(00)77700-8