(R)-1-(pyridin-3-yl)prop-2-en-1-ol | 1040402-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (R)-1-(pyridin-3-yl)prop-2-en-1-ol
• 英文别名: (1R)-1-pyridin-3-ylprop-2-en-1-ol
• CAS: 1040402-87-6
• 化学式: C₈H₉NO
• 分子量: 135.166
• InChiKey: IBIMKOBOBMXBBH-MRVPVSSYSA-N

物化性质

• 沸点：
  262.0±25.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  acetic acid 1-pyridin-3-yl-allyl ester 在 水 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以48.1%的产率得到(R)-1-(pyridin-3-yl)prop-2-en-1-ol
  参考文献：
  名称：

  Enantioselective hydrolysis of 1-arylallyl acetates catalyzed by Candida antarctica lipase

  摘要：

  (R)-1-Arylallyl alcohols were obtained with excellent enantioselectivities via kinetic resolution of the corresponding acetates using immobilized Candida antarctica lipase. The scope and limitations of this reaction were investigated. The best results are obtained using the water/acetonitrile solvent system, and the reaction tolerates a variety of aryl and heteroaryl substituents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.018

文献信息

• Isothiourea-Catalysed Acylative Kinetic Resolution of Aryl-Alkenyl (sp²vs. sp²) Substituted Secondary Alcohols
  作者：Stefania F. Musolino、O. Stephen Ojo、Nicholas J. Westwood、James E. Taylor、Andrew D. Smith

  DOI：10.1002/chem.201604788

  日期：2016.12.23

  The non‐enzymatic acylative kinetic resolution of challenging aryl–alkenyl (sp2 vs. sp2) substituted secondary alcohols is described, with effective enantiodiscrimination achieved using the isothiourea organocatalyst HyperBTM (1 mol %) and isobutyric anhydride. The kinetic resolution of a wide range of aryl–alkenyl substituted alcohols has been evaluated, with either electron‐rich or naphthyl aryl

  描述了具有挑战性的芳基-烯基（sp 2与 sp 2 ）取代的仲醇的非酶酰化动力学拆分，并使用异硫脲有机催化剂 HyperBTM（1 mol%）和异丁酸酐实现了有效的对映区分。已经评估了各种芳基-烯基取代醇的动力学拆分，其中富电子或萘基芳基取代基与未取代的乙烯基取代基相结合，提供了最高的选择性（ S =2-1980）。演示了使用该方案对模型芳基-乙烯基（sp 2与 sp 2 ）取代的仲醇进行克级（2.5 g）动力学拆分，可获取每种产物对映体的 >1 g 99:1呃。
• Enantioselective hydrolysis of 1-arylallyl acetates catalyzed by Candida antarctica lipase
  作者：Ekaterina N. Kadnikova、Vikalp A. Thakor

  DOI：10.1016/j.tetasy.2008.04.018

  日期：2008.5

  (R)-1-Arylallyl alcohols were obtained with excellent enantioselectivities via kinetic resolution of the corresponding acetates using immobilized Candida antarctica lipase. The scope and limitations of this reaction were investigated. The best results are obtained using the water/acetonitrile solvent system, and the reaction tolerates a variety of aryl and heteroaryl substituents. (C) 2008 Elsevier Ltd. All rights reserved.