(S)-1-phenylnonan-3-ol | 138298-33-6

• 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: (S)-1-phenylnonan-3-ol
• 英文别名: (3S)-1-phenylnonan-3-ol
• CAS: 138298-33-6
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: GWMRZKNAZLBSPR-HNNXBMFYSA-N

物化性质

• 沸点：
  330.6±11.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  6-phenyl-4-oxohexanoic acid 生成 (R)-1-phenylnonan-3-ol 、 (S)-1-phenylnonan-3-ol
  参考文献：
  名称：

  Baker's yeast reduction of arylalkyl and arylalkenil γ- and δ-keto acids

  摘要：

  gamma- and delta-Lactones 5, 6, 13, 14, 15 and 16 were synthesized via baker's yeast reduction of the corresponding keto acids 3 ,4 and 9-12. The enantioselectivity of the reduction is strongly dependent on the nature of the keto acid: the delta-lactones were always obtained in an ee% higher than the gamma-lactones and ranging from 70% to 100%.

  DOI：

  10.1016/s0040-4020(01)81944-x

文献信息

• Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes
  作者：Jade Vaccari、María José González-Soria、Nicholas Carter、Beatriz Maciá

  DOI：10.3390/molecules26154471

  日期：——

  A catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(OiPr)4 and a zinc salt, facilitates the reaction, which proceeds under mild conditions and is compatible with functionalized nucleophiles. The alkylzirconium reagents are conveniently generated

  本文报道了一种将烷基锆试剂对映选择性加成到脂肪醛的催化方法。在 Ti(O i Pr) 4和锌盐的存在下，多功能且易于获得的手性 Ph-BINMOL 配体促进了反应，该反应在温和条件下进行并与功能化亲核试剂相容。烷基锆试剂可通过烯烃与施瓦茨试剂的氢化锆合方便地原位生成。这项工作是我们之前关于芳香醛的工作的延续。
• Enantioselective Alkylation of Aldehydes Using Functionalized Alkylboron Reagents Catalyzed by a Chiral Titanium Complex
  作者：Ravindra Kumar、Hiroki Kawasaki、Toshiro Harada

  DOI：10.1021/ol4019248

  日期：2013.8.16

  A practical method is developed for the synthesis of enantioenriched functionalized secondary alcohols through catalytic enantioselective alkylation of aldehydes. Functionalized alkylboron reagents, [FG–(CH2)n]3B (FG = Br, TIPSO, PhtN, CO2iPr, and CN) prepared from terminal olefin precursors by hydroboration, undergo enantioselective addition to aldehydes in the presence of a catalytic amount (5 mol

  开发了一种通过醛的催化对映选择性烷基化合成富含对映体的官能化仲醇的实用方法。通过氢硼化从末端烯烃前体制备的功能化烷基硼试剂[FG–（CH 2）n ] 3 B（FG = Br，TIPSO，PhtN，CO 2 i Pr和CN），在存在a的情况下对醛进行对映选择性加成。催化量（5mol％）的3-（3，5-二苯基苯基）-H 8 -BINOL和过量的四异丙氧基钛，以高达99％ee的高对映选择性提供相应的官能化醇。
• Lithiated Carbamates: Chiral Carbenoids for Iterative Homologation of Boranes and Boronic Esters
  作者：Jake L. Stymiest、Guillaume Dutheuil、Adeem Mahmood、Varinder K. Aggarwal

  DOI：10.1002/anie.200702146

  日期：2007.10.1