(RS)-1-cyclohexylthiopropan-2-ol | 404898-10-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (RS)-1-cyclohexylthiopropan-2-ol
• 英文别名: 1-Cyclohexylsulfanylpropan-2-ol
• CAS: 404898-10-8
• 化学式: C₉H₁₈OS
• 分子量: 174.307
• InChiKey: UXHCTGWELKLCRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  乙酸乙烯酯 、 (RS)-1-cyclohexylthiopropan-2-ol 在 Humicola lanuginosa 作用下， 反应 12.0h， 生成 (S)-1-cyclohexylthiopropan-2-ol 、 (R)-1-cyclohexylthiopropan-2-ol 、 (S)-1-cyclohexylthiopropan-2-yl acetate 、 (R)-1-cyclohexylthiopropan-2-yl acetate
  参考文献：
  名称：

  Humicola lanuginosa lipase-catalyzed enantioselective resolution of β-hydroxy sulfides: versatile synthons for enantiopure β-hydroxy sulfoxides

  摘要：

  Humicola lanuginosa lipase-catalyzed acylation of beta -hydroxy sulfides provides both the (R)- and (S)-enantiomers in high enantiomeric purity. In two cases the resolved hydroxy sulfides were oxidized to give beta -hydroxy sulfoxides in > 99% e.e. The effect of substituents on enantioselectivity is discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00434-7
• 作为产物：
  描述：

  环己硫醇 在 sodium tetrahydroborate 、 sodium 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 (RS)-1-cyclohexylthiopropan-2-ol
  参考文献：
  名称：

  Humicola lanuginosa lipase-catalyzed enantioselective resolution of β-hydroxy sulfides: versatile synthons for enantiopure β-hydroxy sulfoxides

  摘要：

  Humicola lanuginosa lipase-catalyzed acylation of beta -hydroxy sulfides provides both the (R)- and (S)-enantiomers in high enantiomeric purity. In two cases the resolved hydroxy sulfides were oxidized to give beta -hydroxy sulfoxides in > 99% e.e. The effect of substituents on enantioselectivity is discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00434-7

文献信息

• US3957849A
  申请人：——

  公开号：US3957849A

  公开（公告）日：1976-05-18
• US4000315A
  申请人：——

  公开号：US4000315A

  公开（公告）日：1976-12-28
• Humicola lanuginosa lipase-catalyzed enantioselective resolution of β-hydroxy sulfides: versatile synthons for enantiopure β-hydroxy sulfoxides
  作者：Satwinder Singh、Subodh Kumar、Swapandeep Singh Chimni

  DOI：10.1016/s0957-4166(01)00434-7

  日期：2001.9

  Humicola lanuginosa lipase-catalyzed acylation of beta -hydroxy sulfides provides both the (R)- and (S)-enantiomers in high enantiomeric purity. In two cases the resolved hydroxy sulfides were oxidized to give beta -hydroxy sulfoxides in > 99% e.e. The effect of substituents on enantioselectivity is discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.