(S)-(+)-1-(4'-cyanophenyl)-4-(n-butyl)hexa-4,5-dien-1-yn-3-ol | 651020-89-2

• 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: (S)-(+)-1-(4'-cyanophenyl)-4-(n-butyl)hexa-4,5-dien-1-yn-3-ol
• 英文别名: 4-[(3S)-4-Ethenylidene-3-hydroxyoct-1-yn-1-yl]benzonitrile
• CAS: 651020-89-2
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: WJPMCYXVQOHUPF-KRWDZBQOSA-N

物化性质

• 沸点：
  422.0±44.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+/-)-4-(n-butyl)hexa-4,5-dien-1-yn-3-ol 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 Novozym 435 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 99.5h， 生成 (S)-(+)-1-(4'-cyanophenyl)-4-(n-butyl)hexa-4,5-dien-1-yn-3-ol
  参考文献：
  名称：

  Novozym-435-catalyzed efficient preparation of (1S)-ethenyl and ethynyl 2,3-allenols and (1R)-ethenyl and ethynyl 2,3-allenyl acetates with high enantiomeric excess

  摘要：

  Novozym-435 (a form of Candida antarctica lipase B) was found to be an effective biocatalyst for the kinetic resolution of a variety of racemic I-ethenyl or ethynyl-substituted 2,3-allenols. The optically active 1-ethynyl-substituted 2,3-allenols can be subjected to Sonogashira coupling reactions and alkylations of terminal C-C triple bonds leading to the formation of 2,3-allenols, which cannot be directly prepared by Novozym 435-catalyzed kinetic resolution probably due to the steric hindrance. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.048

文献信息

• Novozym-435-catalyzed efficient preparation of (1S)-ethenyl and ethynyl 2,3-allenols and (1R)-ethenyl and ethynyl 2,3-allenyl acetates with high enantiomeric excess
  作者：Daiwang Xu、Zuyi Li、Shengming Ma

  DOI：10.1016/j.tetasy.2003.09.048

  日期：2003.11

  Novozym-435 (a form of Candida antarctica lipase B) was found to be an effective biocatalyst for the kinetic resolution of a variety of racemic I-ethenyl or ethynyl-substituted 2,3-allenols. The optically active 1-ethynyl-substituted 2,3-allenols can be subjected to Sonogashira coupling reactions and alkylations of terminal C-C triple bonds leading to the formation of 2,3-allenols, which cannot be directly prepared by Novozym 435-catalyzed kinetic resolution probably due to the steric hindrance. (C) 2003 Elsevier Ltd. All rights reserved.