(S)-2-苯基己醇 | 123126-66-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (S)-2-苯基己醇
• 英文名称: 2-phenylhexan-1-ol
• 英文别名: (S)-2-phenylhexanol；(2S)-2-phenylhexan-1-ol
• CAS: 123126-66-9
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: HICVLDGMWDLPEH-GFCCVEGCSA-N

物化性质

• 沸点：
  224.4±8.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• 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：

  (S)-2-苯基己醇 在 pyridinium chlorochromate 作用下， 生成 (2S)-2-phenylhexanal
  参考文献：
  名称：

  镍催化的外消旋炔丙基卤化物与芳基锌试剂的不对称交叉偶联

  摘要：

  已经开发了一种立体聚合方法，用于外消旋仲炔丙基卤化物与芳基锌试剂的催化不对称 Negishi 交叉偶联。此前，这两个家族的化合物都没有被证明是此类偶联过程中的合适伙伴。从实用的角度来看，值得注意的是催化剂组分（NiCl2.glyme 和 pybox 配体 1）是可商购的。

  DOI：

  10.1021/ja805165y
• 作为产物：
  描述：

  Acetic acid (S)-2-phenyl-hexyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 6.0h， 生成 (S)-2-苯基己醇
  参考文献：
  名称：

  Enantioselective acylation of primary and secondary alcohols catalyzed by lipase QL from Alcaligenes sp.: A predictive active site model for lipase QL to identify which enantiomer of an alcohol reacts faster in this acylation

  摘要：

  Lipase QL (from Alcaligenes sp.)-catalyzed acylation of alcohols using isopropenyl acetate as the acylating agent in diisopropyl ether converted preferentially primary alcohols with an S configuration and secondary alcohols with an R configuration into the corresponding homochiral acetates. On the basis of observed enantiomer selectivities, a predictive active site model for lipase QL is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00429-6

文献信息

• Copper-Catalyzed γ-Selective and Stereospecific Allyl−Aryl Coupling between (<i>Z</i>)-Acyclic and Cyclic Allylic Phosphates and Arylboronates
  作者：Hirohisa Ohmiya、Natsumi Yokokawa、Masaya Sawamura

  DOI：10.1021/ol100841y

  日期：2010.5.21

  A Cu-catalyzed allyl−aryl coupling reaction between (Z)-acyclic or cyclic allylic phosphates and arylboronates proceeds with excellent γ-E-selectivity and 1,3-anti chirality transfer, which gives the corresponding coupling products with benzylic and allylic stereogenic centers. The wide availability and easy-to-handle nature of arylboronates, the inexpensiveness of the Cu catalyst system, and the high

  （Z）-无环或环状烯丙基磷酸酯与芳基硼酸酯之间的Cu催化的烯丙基-芳基偶联反应具有出色的γ-E-选择性和1,3-抗手性转移，从而产生了具有苄基和烯丙基立体异构中心的相应偶联产物。芳基硼酸酯的广泛可用性和易于处理的性质，Cu催化剂体系的廉价以及高区域选择性和立体选择性是该方案的吸引人的特征。
• Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles
  作者：Zhaobin Wang、Shoshana Bachman、Alexander S. Dudnik、Gregory C. Fu

  DOI：10.1002/anie.201806015

  日期：2018.10.26

  been reports of the application of chiral nickel catalysts to the corresponding reactions with heteroatom nucleophiles to produce carbon–heteroatom bonds with good enantioselectivity. Herein, we establish that a chiral nickel/pybox catalyst can borylate racemic secondary benzylic chlorides to provide enantioenriched benzylic boronic esters, a highly useful family of compounds in organic synthesis.

  镍催化的交叉偶联已成为迄今为止使用外消旋烷基卤化物作为亲电试剂实现对映收敛的碳-碳键形成的最通用的方法。相反，尚未有报道将手性镍催化剂用于与杂原子亲核试剂进行相应反应以产生具有良好对映选择性的碳-杂原子键的报道。在本文中，我们建立了一种手性镍/ pybox催化剂可以使外消旋仲苄基氯离子化，以提供对映体富集的苄基硼酸酯，这是有机合成中非常有用的一族化合物。该方法显示出良好的官能团相容性（例如，不受吲哚，酮，叔胺或未活化的烷基溴的存在的影响），以及两种催化剂组分（NiCl2（甘醇二甲醚和pybox配体）可商购。
• Compounds useful in HIV therapy
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US10870663B2

  公开（公告）日：2020-12-22

  The invention relates a compound of the formula: a pharmaceutically acceptable salt thereof, compositions thereof, and methods of therapeutic treatment using the same.

  本发明涉及一种式化合物： 其药学上可接受的盐、其组合物以及使用其进行治疗的方法。
• Enantioselective acylation of primary and secondary alcohols catalyzed by lipase QL from Alcaligenes sp.: A predictive active site model for lipase QL to identify which enantiomer of an alcohol reacts faster in this acylation
  作者：Koichiro Naemura、Masaki Murata、Rie Tanaka、Masashi Yano、Keiji Hirose、Yoshito Tobe

  DOI：10.1016/0957-4166(96)00429-6

  日期：1996.11

  Lipase QL (from Alcaligenes sp.)-catalyzed acylation of alcohols using isopropenyl acetate as the acylating agent in diisopropyl ether converted preferentially primary alcohols with an S configuration and secondary alcohols with an R configuration into the corresponding homochiral acetates. On the basis of observed enantiomer selectivities, a predictive active site model for lipase QL is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation. Copyright (C) 1996 Published by Elsevier Science Ltd
• Nickel-Catalyzed Asymmetric Cross-Couplings of Racemic Propargylic Halides with Arylzinc Reagents
  作者：Sean W. Smith、Gregory C. Fu

  DOI：10.1021/ja805165y

  日期：2008.9.24

  A stereoconvergent method for the catalytic asymmetric Negishi cross-coupling of racemic secondary propargylic halides with arylzinc reagents has been developed. Neither family of compounds has previously been shown to be a suitable partner in such coupling processes. From a practical point of view, it is noteworthy that the catalyst components (NiCl2.glyme and pybox ligand 1) are commercially available

  已经开发了一种立体聚合方法，用于外消旋仲炔丙基卤化物与芳基锌试剂的催化不对称 Negishi 交叉偶联。此前，这两个家族的化合物都没有被证明是此类偶联过程中的合适伙伴。从实用的角度来看，值得注意的是催化剂组分（NiCl2.glyme 和 pybox 配体 1）是可商购的。