(R)-2-tetradecanol | 82272-46-6

• 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: (R)-2-tetradecanol
• 英文别名: (R)-tetradecan-2-ol；2-D-Tetradecanol；(2R)-tetradecan-2-ol
• CAS: 82272-46-6
• 化学式: C₁₄H₃₀O
• 分子量: 214.392
• InChiKey: BRGJIIMZXMWMCC-CQSZACIVSA-N

物化性质

• 沸点：
  284.0±0.0 °C(Predicted)
• 密度：
  0.832±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  15
• 可旋转键数：
  11
• 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

• 作为反应物：
  描述：

  (R)-2-tetradecanol 、 N-(2,6-diisopropyl-phenyl)-malonamic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2,6-Diisopropyl-phenyl)-malonamic acid (R)-1-methyl-tridecyl ester
  参考文献：
  名称：

  Inhibitors of acyl-CoA: cholesterol O-acyl transferase (ACAT) as hypocholesterolemic agents. The synthesis and biological activity of a series of malonester amides

  摘要：

  The synthesis and structure-activity relationships of a series of malonester amide ACAT inhibitors are described. One of these compounds, 4s, was shown to be a potent inhibitor of both the intestinal and arterial enzymes, bioactive upon oral dosing (ex vivo bioassay) and efficacious in a clinically relevant rodent model of preestablished hypercholesterolemia.

  DOI：

  10.1016/0960-894x(96)00098-4
• 作为产物：
  描述：

  十四烷 生成 (R)-2-tetradecanol
  参考文献：
  名称：

  Tulloch,A.P.; Spencer,J.F.T., Canadian Journal of Chemistry, 1968, vol. 46, p. 1523 - 1528

  摘要：

  DOI：

文献信息

• Enantioselective helical folding inside a self-assembled, cylindrical capsule
  作者：Carsten Siering、Jakob Toräng、Holger Kruse、Stefan Grimme、Siegfried R. Waldvogel

  DOI：10.1039/b925334c

  日期：——

  The combination of experimental with theoretical CD spectroscopy allows the observation of stereoselective helical folding in a self-assembled capsule.

  实验与理论CD光谱学的结合，使得人们能够观察到自组装胶囊中的立体
• Highly enantioselective synthesis of long chain alkyl trifluoromethyl carbinols and β-thiotrifluoromethyl carbinols through lipases
  作者：Inés Petschen、Edi A. Malo、M.P. Bosch、Angel Guerrero

  DOI：10.1016/0957-4166(96)00256-x

  日期：1996.7

  Among a variety of lipases tested, Candida antarctica lipase has been found to promote the enantioselective acylation of long chain alkyl trifluoromethyl carbinols 1a-4a and beta-thiotrifluoromethyl carbinols 5a-7a, producing both R and S enantiomeric alcohols in good to excellent chemical yield and enantioselectivity. In all cases the lipase preferentially acylates the S enantiomer, irrespective the presence or not of a sulfur atom in beta position to the hydroxyl group, When the reaction was carried out on the non-fluorinated substrates 1c-2c, the process occurred much faster and with higher e.e. of the less reacting enantiomer than when conducted on the fluorinated substrates. Copyright (C) 1996 Elsevier Science Ltd
• Tulloch,A.P.; Spencer,J.F.T., Canadian Journal of Chemistry, 1968, vol. 46, p. 1523 - 1528
  作者：Tulloch,A.P.、Spencer,J.F.T.

  DOI：——

  日期：——
• Inhibitors of acyl-CoA: cholesterol O-acyl transferase (ACAT) as hypocholesterolemic agents. The synthesis and biological activity of a series of malonester amides
  作者：D.R. Sliskovic、J.A. Picard、W.H. Roark、A.D. Essenburg、B.R. Krause、L.L. Minton、J.F. Reindel、R.L. Stanfield

  DOI：10.1016/0960-894x(96)00098-4

  日期：1996.3

  The synthesis and structure-activity relationships of a series of malonester amide ACAT inhibitors are described. One of these compounds, 4s, was shown to be a potent inhibitor of both the intestinal and arterial enzymes, bioactive upon oral dosing (ex vivo bioassay) and efficacious in a clinically relevant rodent model of preestablished hypercholesterolemia.