(2S,3S)-3-(phenylthio)butan-2-ol | 219593-30-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2S,3S)-3-(phenylthio)butan-2-ol
• 英文别名: threo-3-Phenylmercapto-butanol-2；(2S,3S)-3-phenylsulfanylbutan-2-ol
• CAS: 219593-30-3
• 化学式: C₁₀H₁₄OS
• 分子量: 182.287
• InChiKey: ZPNZKTJWTXMMEW-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯硫酚 、 2,3-cis-epoxybutane 在 C₄₇H₇₉GaN₂O₅Ti 作用下， 以 正己烷 为溶剂， 反应 1.0h， 生成 trans-(±)-3-(phenylthio)butan-2-ol 、 (2S,3S)-3-(phenylthio)butan-2-ol
  参考文献：
  名称：

  不对称催化开环反应中观与芳基硒醇和硫醇催化环氧化物由异核镓钛Salen配

  摘要：

  Abstractmagnified imageA chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso‐epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β‐arylseleno alcohols and β‐hydroxy sulfides were obtained in good yields and high enantioselectivities (up to 97% ee and 92% ee, respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process.

  DOI：

  10.1002/adsc.200800767

文献信息

• Highly enantioselective kinetic resolution of trans-2-(phenylthio)cyclohexanol derivatives by immobilized Candida antartica B lipase
  作者：Swapandeep Singh Chimni、Kirandeep Kaur、Neeraj Bala

  DOI：10.1016/j.molcatb.2013.06.006

  日期：2013.12

  Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomers in short reaction time. (C) 2013 Elsevier B.V. All rights reserved.