2-Phenyl-3-hydroxytetrahydrofuran | 139518-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Phenyl-3-hydroxytetrahydrofuran
• 英文别名: (±)-2-phenyltetrahydrofuran-3-ol；3-hydroxy-2-phenyl-tetrahydrofuran；2-phenyltetrahydro-3-furanol；2-phenyloxolan-3-ol
• CAS: 139518-32-4
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: IVSJPOQKBYMUOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Phenyl-3-hydroxytetrahydrofuran 在 jones reagent 作用下， 以65%的产率得到3-苯甲酰氧基丙酸
  参考文献：
  名称：

  Dhokte, Ulhas P.; Rao, A. Somasekar, Organic Preparations and Procedures International, 1992, vol. 24, # 1, p. 13 - 20

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-4-phenylbut-3-en-1-ol 在 过氧化氢异丙苯 、 三异丙氧基氧化钒 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到2-Phenyl-3-hydroxytetrahydrofuran
  参考文献：
  名称：

  Vanadium-Catalyzed Asymmetric Epoxidation of Homoallylic Alcohols

  摘要：

  New chiral bishydroxamic acids were synthesized and tested as chiral ligands in the vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols to provide good yields and high enantioselectivities.

  DOI：

  10.1021/ja067495y

文献信息

• Catalytic asymmetric epoxidation
  申请人：Yamamoto Hisashi

  公开号：US20050159607A1

  公开（公告）日：2005-07-21

  The present invention relates to the synthesis of chiral epoxides via a catalytic asymmetric oxidation of olefins. Additionally, the methodology provides a method of asymmetrically oxidizing sulfides and phosphines. This asymmetric oxidation employs a catalyst system composed of a metal and a chiral bishydroxamic acid ligand, which, in the presence of a stoichiometric oxidation reagent, serves to asymmetrically oxidize a variety of substrates.

  本发明涉及通过催化不对称氧化烯烃合成手性环氧化物。此外，该方法提供了一种不对称氧化硫醚和膦的方法。这种不对称氧化利用了由金属和手性双羟羧酸配体组成的催化剂体系，该体系在存在化学计量氧化试剂的情况下，用于不对称氧化各种底物。
• Borinic Acid‐Catalyzed Regioselective Ring‐Opening of 3,4‐ and 2,3‐Epoxy Alcohols with Halides
  作者：Grace Wang、Mark S. Taylor

  DOI：10.1002/adsc.201901268

  日期：2020.1.23

  Methods for the regioselective ring‐opening of 3,4‐epoxy alcohols and 2,3‐epoxy alcohols with halide nucleophiles, using a diarylborinic acid catalyst, are disclosed. Ring‐opening occurs at the position proximal to the OH group, an effect ascribed to a catalytic tethering mechanism whereby coordination to the substrate OH group positions the diarylborinic acid to deliver a coordinated halide nucleophile

  公开了使用二芳基硼酸催化剂的3,4-环氧醇和2,3-环氧醇与卤代亲核试剂的区域选择性开环的方法。开环发生在OH基团的最接近位置，这归因于催化束缚机制，由此与底物OH基团的配位将二芳基硼酸定位以提供配位的卤化物亲核试剂。这些方法提供了通过催化环氧化物开环反应以前无法获得的卤代醇取代模式的途径。
• COMPOUNDS WHICH POTENTIATE GLUTAMATE RECEPTOR AND USES THEREOF IN MEDICINE
  申请人：Andreotti Daniele

  公开号：US20090170902A1

  公开（公告）日：2009-07-02

  Compounds of formula (I), salts and solvates thereof are provided: wherein Ar is selected from phenyl, pyridyl, furanyl and thienyl, each optionally substituted with one or more groups Y; and each Y group is independently selected from the group consisting of: halo, C 1-4 alkyl, haloC 1-4 alkyl, C 1-4 alkoxy, cyano, C(O)C 1-4 alkyl, NHSO 2 C 1-4 alkyl, NMeSO 2 C 1-4 alkyl, NHCOC 1-4 alkyl, NMeCOC 1-4 alkyl, SOC 1-4 alkyl, SO 2 C 1-4 alkyl, and CO 2 C 1-4 alkyl, or two Y groups together form a cyclic group —O(CH 2 )O—. Processes for preparation, and uses thereof in the treatment of a disease or condition mediated by a reduction or imbalance in glutamate receptor function, such as schizophrenia or cognition impairment, are also disclosed.

  提供化学式（I）的化合物、盐和溶剂化物：其中Ar从苯基、吡啶基、呋喃基和噻吩基中选择，每个基团Y可以选择以下组中的任意一种：卤素、C1-4烷基、卤代C1-4烷基、C1-4烷氧基、氰基、C（O）C1-4烷基、NHSO2C1-4烷基、NMeSO2C1-4烷基、NHCOC1-4烷基、NMeCOC1-4烷基、SOC1-4烷基、SO2C1-4烷基和CO2C1-4烷基，或两个Y基团一起形成一个环状基团- O（CH2）O-。还公开了制备过程以及在治疗由谷氨酸受体功能减少或失衡引起的疾病或症状，如精神分裂症或认知障碍中的用途。
• WO2007/90841
  申请人：——

  公开号：——

  公开（公告）日：——
• A CATALYTICAL ASYMMETRIC EPOXIDATION
  申请人：UNIVERSITY OF CHICAGO

  公开号：EP1706205B1

  公开（公告）日：2008-10-29