(+/-)-4-(n-butyl)hexa-1,4,5-trien-3-ol | 82511-33-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-4-(n-butyl)hexa-1,4,5-trien-3-ol
• 英文别名: 4-Ethenylideneoct-1-EN-3-OL
• CAS: 82511-33-9
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: JNPNXLFRBJUSGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  乙酸乙烯酯 、 (+/-)-4-(n-butyl)hexa-1,4,5-trien-3-ol 在 Novozym 435 作用下， 反应 97.0h， 以46%的产率得到(R)-(+)-4-(n-butyl)hexa-1,4,5-trien-1-yn-3-yl acetate
  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
• 作为产物：
  描述：

  2-庚炔 、 丙烯醛 生成 (+/-)-4-(n-butyl)hexa-1,4,5-trien-3-ol
  参考文献：
  名称：

  Preparation of functionally substituted allenes from methylacetylenes via propargylic lithium alanate or lithium borate intermediates

  摘要：

  DOI：

  10.1021/jo00138a044

文献信息

• PEARSON, N. R.;HAHN, G.;ZWEIFEL, G., J. ORG. CHEM., 1982, 47, N 17, 3364-3366
  作者：PEARSON, N. R.、HAHN, G.、ZWEIFEL, G.

  DOI：——

  日期：——
• 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.
• Preparation of functionally substituted allenes from methylacetylenes via propargylic lithium alanate or lithium borate intermediates
  作者：Norman R. Pearson、Gregory Hahn、George Zweifel

  DOI：10.1021/jo00138a044

  日期：1982.8