(S)-1-(phenylseleno)-2-propanol | 834882-66-5

• 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: (S)-1-(phenylseleno)-2-propanol
• 英文别名: (2S)-1-(Phenylselanyl)propan-2-ol；(2S)-1-phenylselanylpropan-2-ol
• CAS: 834882-66-5
• 化学式: C₉H₁₂OSe
• 分子量: 215.154
• InChiKey: QZYCRLZJNSHFKJ-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 (S)-1-(phenylseleno)-2-propanol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以69%的产率得到(S)-1-methyl-2-(phenylseleno)ethyl (R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate
  参考文献：
  名称：

  Enzymatic resolution of (RS)-β-hydroxy selenides in organic media

  摘要：

  Kinetic resolutions of a number of beta-hydroxy selenides promoted by enzymes were performed using PPL (free Porcine pancreatic lipase), PSL (Amano PS-free Pseudomonas sp. lipase) and CALB (NOVOZYM 435(R)-immobilized Candida Antarctica lipase type B) with (RS)-1-phenylselanyl-propan-2-ol. CALB gave the best results and provided both (R)- and (S)-enantiomers in high enantiomeric purity. A comparative study of the effect of temperature, solvent, enzyme immobilization and the structure of the substrates on the resolution is presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.007
• 作为产物：
  描述：

  (S)-1,1-bis(phenylseleno)propan-2-ol 在 三苯基氢化锡 、 1,1'-偶氮(氰基环己烷) 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (S)-1-(phenylseleno)-2-propanol
  参考文献：
  名称：

  Enzymatic resolution of (RS)-β-hydroxy selenides in organic media

  摘要：

  Kinetic resolutions of a number of beta-hydroxy selenides promoted by enzymes were performed using PPL (free Porcine pancreatic lipase), PSL (Amano PS-free Pseudomonas sp. lipase) and CALB (NOVOZYM 435(R)-immobilized Candida Antarctica lipase type B) with (RS)-1-phenylselanyl-propan-2-ol. CALB gave the best results and provided both (R)- and (S)-enantiomers in high enantiomeric purity. A comparative study of the effect of temperature, solvent, enzyme immobilization and the structure of the substrates on the resolution is presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.007

文献信息

• Enzymatic kinetic resolution of organochalcogenides in supercritical CO2
  作者：Rogério A. Gariani、Fernando A.G. Luengo、Luiz A.S. Vale、Reinaldo C. Bazito、João V. Comasseto

  DOI：10.1016/j.tetlet.2011.04.073

  日期：2011.6

  1-(Phenylthio)-, 1-(phenylseleno)- and 1-(phenyltelluro)-propan-2-ol were efficiently resolved by CAL-B in sc-CO2. (C) 2011 Elsevier Ltd. All rights reserved.
• CN116178232
  申请人：——

  公开号：——

  公开（公告）日：——
• Enzymatic resolution of (RS)-β-hydroxy selenides in organic media
  作者：Carlos E. Costa、Giuliano C. Clososki、Henrique B. Barchesi、Sandra P. Zanotto、M. Graça Nascimento、João V. Comasseto

  DOI：10.1016/j.tetasy.2004.11.007

  日期：2004.12

  Kinetic resolutions of a number of beta-hydroxy selenides promoted by enzymes were performed using PPL (free Porcine pancreatic lipase), PSL (Amano PS-free Pseudomonas sp. lipase) and CALB (NOVOZYM 435(R)-immobilized Candida Antarctica lipase type B) with (RS)-1-phenylselanyl-propan-2-ol. CALB gave the best results and provided both (R)- and (S)-enantiomers in high enantiomeric purity. A comparative study of the effect of temperature, solvent, enzyme immobilization and the structure of the substrates on the resolution is presented. (C) 2004 Elsevier Ltd. All rights reserved.