(1S,3R)-3-(phenylsulfonyl)cyclohexanol | 196790-46-2

• 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: (1S,3R)-3-(phenylsulfonyl)cyclohexanol
• 英文别名: (1S,3R)-3-(benzenesulfonyl)cyclohexan-1-ol
• CAS: 196790-46-2
• 化学式: C₁₂H₁₆O₃S
• 分子量: 240.323
• InChiKey: JZEJUVVVNLDPPD-CMPLNLGQSA-N

物化性质

• 沸点：
  441.6±45.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,3R)-3-(phenylsulfonyl)cyclohexanol 、 alkaline earth salt of/the/ methylsulfuric acid 生成 trans-3-(phenylsylfonyl)cyclohexanol acetate
  参考文献：
  名称：

  Lipase-mediated diastereoselective and enantioselective acetylations of 3-substituted cyclohexanols

  摘要：

  Lipase-mediated acetylation of four diastereomeric and enatiomeric isomers of 3-substituted cyclohexanols 2 has led to an efficient resolution to provide a single stereoisomer, (1R,3S)-cyclohexyl acetate (1R,3S)-3 in a high enantiomeric excess. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10705-5
• 作为产物：
  描述：

  3-(phenylsulfonyl)cyclohexanone 在 sodium tetrahydroborate 、 4 A molecular sieve 、 Lipase PS (Amano) 作用下， 以 甲醇 、 苯 为溶剂， 反应 48.0h， 生成 (1S,3R)-3-(phenylsulfonyl)cyclohexanol
  参考文献：
  名称：

  Lipase-mediated diastereoselective and enantioselective acetylations of 3-substituted cyclohexanols

  摘要：

  Lipase-mediated acetylation of four diastereomeric and enatiomeric isomers of 3-substituted cyclohexanols 2 has led to an efficient resolution to provide a single stereoisomer, (1R,3S)-cyclohexyl acetate (1R,3S)-3 in a high enantiomeric excess. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10705-5

文献信息

• Baker's yeast-mediated reduction of cyclohexanones containing a nitro or a sulfonyl group at C-3
  作者：Rikuhei Tanikaga、Yukinori Obata、Ken-ichi Kawamoto

  DOI：10.1016/s0957-4166(97)00370-4

  日期：1997.9

  Baker's yeast-mediated reduction of 3-(nitromethyl)-, 3-(phenylsulfonyl)-, and 3-[(phenylsulfonyl)methyl]-cyclohexanone la,c,a led to the delivery of a hydride to the re-face of the prochiral ketones to provide cyclohexanols (1S,3S)- and (1S,3R)-2a,c,d with high enantioselectivities in good yields. The remote nitro and sulfonyl groups, in contrast to alkyl and sulfenyl groups, may play an important role in binding to an enzyme. (C) 1997 Elsevier Science Ltd.