[(S)-1-(4-Bromomethyl-benzenesulfonyl)-pyrrolidin-2-yl]-diphenyl-methanol | 910542-57-3

• 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-(4-Bromomethyl-benzenesulfonyl)-pyrrolidin-2-yl]-diphenyl-methanol
• 英文别名: [(2S)-1-[4-(bromomethyl)phenyl]sulfonylpyrrolidin-2-yl]-diphenylmethanol
• CAS: 910542-57-3
• 化学式: C₂₄H₂₄BrNO₃S
• 分子量: 486.429
• InChiKey: UKQHUOVEPIPKHO-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-1-(4-Bromomethyl-benzenesulfonyl)-pyrrolidin-2-yl]-diphenyl-methanol 在 氟硼酸钠 作用下， 以 水 、 乙腈 为溶剂， 反应 11.0h， 生成
  参考文献：
  名称：

  Asymmetric borane reduction of prochiral ketones using imidazolium-tagged sulfonamide catalyst

  摘要：

  A novel sulfonamide catalyst based on a room temperature ionic liquid (RTIL) has been developed for the enantioselective reduction of ketones in refluxing toluene. The optically active secondary alcohol products were obtained in good enantiomeric excess and excellent yields. The imidazolium-tagged sulfonamide catalyst can be readily recovered and reused four times without any significant loss of catalytic activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.003
• 作为产物：
  描述：

  (S)-(+)-alpha,alpha-二苯基脯氨醇 、 4-溴甲基苯磺酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以86%的产率得到[(S)-1-(4-Bromomethyl-benzenesulfonyl)-pyrrolidin-2-yl]-diphenyl-methanol
  参考文献：
  名称：

  Asymmetric borane reduction of prochiral ketones using imidazolium-tagged sulfonamide catalyst

  摘要：

  A novel sulfonamide catalyst based on a room temperature ionic liquid (RTIL) has been developed for the enantioselective reduction of ketones in refluxing toluene. The optically active secondary alcohol products were obtained in good enantiomeric excess and excellent yields. The imidazolium-tagged sulfonamide catalyst can be readily recovered and reused four times without any significant loss of catalytic activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.003

文献信息

• Asymmetric borane reduction of prochiral ketones catalyzed by C3-symmetric sulfonamide
  作者：Gao-Qiang Li、Ze-Yi Yan、Yan-Ning Niu、Lu-Yong Wu、Hai-Long Wei、Yong-Min Liang

  DOI：10.1016/j.tetasy.2008.03.012

  日期：2008.4

  A novel, recoverable, C(3)-symmetric sulfonamide L-1 has been developed for the asymmetric borane reduction of prochiral ketones in refluxing THF. The optically active secondary alcohols were obtained in excellent enantiometric excesses (up to 97% ee) and good yields. The C(3)-symmetric sulfonamide L-1 can be easily recovered and reused four times without any significant loss of catalytic activity. (C) 2008 Elsevier Ltd. All rights reserved.