Tetradecyl-phenyl-carbinol | 1851-98-5

• 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: Tetradecyl-phenyl-carbinol
• 英文别名: 1-phenyl-pentadecan-1-ol；1-Phenylpentadecan-1-ol
• CAS: 1851-98-5
• 化学式: C₂₁H₃₆O
• 分子量: 304.516
• InChiKey: PJPWREUFKLTREV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  Tetradecyl-phenyl-carbinol 生成 (S)-1-phenyl-1-pentadecanol
  参考文献：
  名称：

  FURUKAWA, JUN;IWASAKI, SHIGEO;OKUDA, SHIGENOBU, TETRAHEDRON LETT., 1983, 24, N 47, 5257-5260

  摘要：

  DOI：
• 作为产物：
  描述：

  十四烷苯酮 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 Tetradecyl-phenyl-carbinol
  参考文献：
  名称：

  Breusch; Oguzer, Chemische Berichte, 1954, vol. 87, p. 1225,1227, 1228

  摘要：

  DOI：

文献信息

• Breusch; Oguzer, Chemische Berichte, 1954, vol. 87, p. 1225,1227, 1228
  作者：Breusch、Oguzer

  DOI：——

  日期：——
• 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.
• FURUKAWA, JUN;IWASAKI, SHIGEO;OKUDA, SHIGENOBU, TETRAHEDRON LETT., 1983, 24, N 47, 5257-5260
  作者：FURUKAWA, JUN、IWASAKI, SHIGEO、OKUDA, SHIGENOBU

  DOI：——

  日期：——