(R)-t-butyl-(2-hydroxyhexyl)-sulfide | 145021-05-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-t-butyl-(2-hydroxyhexyl)-sulfide
• 英文别名: (2R)-1-tert-butylsulfanylhexan-2-ol
• CAS: 145021-05-2
• 化学式: C₁₀H₂₂OS
• 分子量: 190.35
• InChiKey: SQIWPOAQTBJFLG-SECBINFHSA-N

物化性质

• 沸点：
  273.2±13.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-t-butyl-(2-hydroxyhexyl)-sulfide 在 sodium hydroxide 、 trimethoxonium tetrafluoroborate 作用下， 生成 (R)-(+)-1,2-环氧己烷
  参考文献：
  名称：

  Enzyme assisted synthesis of enantiomerically pure δ-lactones

  摘要：

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.

  DOI：

  10.1016/s0957-4166(00)80146-9
• 作为产物：
  描述：

  (+/-)-t-butyl-<2-(chloroacetyl)-hexyl>-sulfide 反应 15.0h， 以46%的产率得到(R)-t-butyl-(2-hydroxyhexyl)-sulfide
  参考文献：
  名称：

  Enzyme assisted synthesis of enantiomerically pure δ-lactones

  摘要：

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.

  DOI：

  10.1016/s0957-4166(00)80146-9

文献信息

• Lipase catalyzed resolution of 1-t-butylthio-2-alkanols: Enzyme mediated routes to enantiomerically pure 1,2-epoxyalkanes and 2-alkanols
  作者：Ulrich Goergens、Manfred P. Schneider

  DOI：10.1016/s0957-4166(00)82099-6

  日期：1992.9

  A series of 1-t-butylthio-2-alkanols (R)- and (S)-1-5 were prepared via lipase catalyzed resolution of the corresponding chloroacetates (+/-)-1a-5a and further converted into the optically pure alkyloxiranes (R)-6-8 and 2-alkanols (R)-14-15