(-)-3-Hydroxy-heptadecan | 103385-34-8

• 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: (-)-3-Hydroxy-heptadecan
• 英文别名: (R)-4-heptadecanol；(R)-heptadecan-4-ol；(4R)-heptadecan-4-ol
• CAS: 103385-34-8
• 化学式: C₁₇H₃₆O
• 分子量: 256.472
• InChiKey: YPNRSIHGYMWAIQ-QGZVFWFLSA-N

物化性质

• 沸点：
  329.71°C (estimate)
• 密度：
  0.8406 (estimate)
• LogP：
  7.306 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  镰叶芹醇 在 palladium on barium sulfate 氢气 作用下， 以 甲醇 为溶剂， 生成 (-)-3-Hydroxy-heptadecan
  参考文献：
  名称：

  Larsen,P.K. et al., Acta Chemica Scandinavica (1947), 1969, vol. 23, p. 2552 - 2554

  摘要：

  DOI：

文献信息

• Synthesis of new (R)-secondary carbinols with different structures via enzymatic resolution
  作者：Tülay Yıldız、Ayşe Yusufoğlu

  DOI：10.1016/j.tetasy.2011.07.017

  日期：2011.6

  The present study deals with the biocatalytic enantioselective synthesis of 19 new chiral alcohols with alkyl (C-11-C-19) and phenyl, substituted phenyl, heteroaromatic, and naphthyl groups 4a-4z with an (R)-configuration and high enantiomeric excess (similar to 100%). The corresponding ketones 1a-1z were synthesized and then reduced with NaBH4 to their racemic alcohols 2a-2z, which were converted into their racemic acetyl derivatives 3a-3z. Enzymes of four different types were used for the enantioselective hydrolysis of these acetyl compounds 3a-3z. The optimal reaction conditions for these four enzymes were established by investigating the enantiomeric excesses by chiral HPLC. Amano lipase from Burkholderica cepacia (Pseudomonas cepacia) AL-PS was determined as the best enzyme in this work This study presents an environmentally friendly and green chemistry method for the synthesis of these new (R)-chiral carbinols 4a-4z. (C) 2011 Elsevier Ltd. All rights reserved.
• Larsen,P.K. et al., Acta Chemica Scandinavica (1947), 1969, vol. 23, p. 2552 - 2554
  作者：Larsen,P.K. et al.

  DOI：——

  日期：——