2-hydroxy-4-phenylbutanamide | 91012-00-9

• 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-hydroxy-4-phenylbutanamide
• 英文别名: 2-hydroxy-4-phenyl-butyramide；(+/-)-2-hydroxy-4-phenyl-butyric acid amide；(+/-)-2-Hydroxy-4-phenyl-buttersaeure-amid
• CAS: 91012-00-9
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: WGBNZXLJSLMFKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxy-4-phenylbutanamide 在 potassium permanganate 作用下， 生成 2-oxo-4-phenylbutanamide
  参考文献：
  名称：

  Bougault; Cordier, Bulletin de la Societe Chimique de France, 1951, p. 430,433

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloro-5-phenyl-1-penten-3-ol 在 ammonium hydroxide 、 二甲基硫 、 臭氧 作用下， 生成 2-hydroxy-4-phenylbutanamide
  参考文献：
  名称：

  1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones

  摘要：

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.

  DOI：

  10.1021/jo00013a011

文献信息

• Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope
  作者：Chengcheng Li、Xiao-Yong Chang、Luqiong Huo、Haibo Tan、Xiangyou Xing、Chen Xu

  DOI：10.1021/acscatal.1c02254

  日期：2021.7.16

  Cyanohydrins (α-hydroxy nitriles) are a special type of nitriles that readily decompose into hydrogen cyanide (HCN) and the corresponding carbonyl compounds. Hydration of cyanohydrins that are readily available through cyanation of aldehydes and ketones provides the most straightforward route to valuable α-hydroxyamides. However, due to low stability of cyanohydrins and deactivation of the catalysts

  氰醇（α-羟基腈）是一种特殊类型的腈，很容易分解成氰化氢 (HCN) 和相应的羰基化合物。可通过醛和酮的氰化轻松获得的氰醇的水合提供了获得有价值的 α-羟基酰胺的最直接途径。然而，由于氰醇的低稳定性和释放的 HCN 使催化剂失活，氰醇的催化直接水合仍然在很大程度上未解决。一般来说，含有较大取代基的氰醇，如α,α-二芳基氰醇，降解速度更快，因此更难水合。在这里，我们报告了对各种氰醇的水合表现出高反应性的阳离子铂催化剂的开发。2 OH)X(OTf) 揭示了一个催化循环，包括形成五元金属环中间体，然后通过 H 2 O攻击二级氧化膦 (PR 2 OH) 配体的磷进行水解。我们发现 Pt 催化剂甲轴承富电子，适当小的咬角双膦配体提供了一种用于氰醇的水合反应性超级。由A催化的水合反应在环境温度下进行，并与多种氰醇一起发生，包括最难的 α,α-二芳基氰醇，具有良好的转化率。
• [EN] AMINOPYRIDINE DERIVATIVES AS KALLIKREIN INHIBITORS<br/>[FR] DÉRIVÉS AMINOPYRIDINE COMME INHIBITEURS DE LA KALLICRÉINE
  申请人：VANTIA LTD

  公开号：WO2011051671A1

  公开（公告）日：2011-05-05

  The present invention provides compounds of formula (I): compositions comprising such compounds; the use of such compounds in therapy (such as asthma or COPD); and methods of treating patients with such compounds; wherein R1 - R10 and A1 are as defined herein.

  本发明提供了式(I)的化合物：包含这种化合物的组合物；在治疗中使用这种化合物（如哮喘或慢性阻塞性肺病）；以及使用这种化合物治疗患者的方法；其中R1-R10和A1如本文所定义。
• A mild hydration of nitriles into amides
  作者：P. Breuilles、R. Leclerc、D. Uguen

  DOI：10.1016/s0040-4039(00)76229-0

  日期：1994.2

  Stirring mixtures of β-hydroxynitriles with manganese dioxide, deposited onto silica gel for a few days at room temperature resulted in the formation of the corresponding amides in fair to good yields. The unprecedented conversion of 3-hydroxyglutarodinitrile into the corresponding monoamide has been performed by this methodology.

  在室温下将几天内沉积在硅胶上的β-羟基腈与二氧化锰的混合物进行搅拌，导致以适当的收率形成了相应的酰胺。通过这种方法已经完成了3-羟基戊二腈向相应的单酰胺的前所未有的转化。
• Ionic Liquids for Separation of Olefin-Paraffin Mixtures
  申请人：Dai Sheng

  公开号：US20110015461A1

  公开（公告）日：2011-01-20

  The invention is directed to an ionic liquid comprising (i) a cationic portion containing a complex of a silver (I) ion and one or more neutral ligands selected from organoamides, organoamines, olefins, and organonitriles, and (ii) an anionic portion having the chemical formula wherein m and n are independently 0 or an integer of 1 or above, and p is 0 or 1, provided that when p is 0, the group —N—SO 2 —(CF 2 ) n CF 3 subtended by p is replaced with an oxide atom connected to the shown sulfur atom. The invention is also directed to a method for separating an olefin from an olefin-paraffin mixture by passing the mixture through a layer of the ionic liquid described above.

  该发明涉及一种离子液体，包括（i）含有银（I）离子的阳离子部分，该离子与来自有机酰胺、有机胺、烯烃和有机腈中选择的一个或多个中性配体形成的络合物，以及（ii）具有化学式的阴离子部分，其中m和n独立地为0或大于1的整数，p为0或1，但当p为0时，由p支撑的基团—N—SO2—(CF2)nCF3将被连接到所示硫原子的氧原子替代。该发明还涉及一种从烯烃烷烃混合物中分离烯烃的方法，通过将混合物经过上述离子液体的一层来实现。
• NOVEL AMIDASE
  申请人：KANEKA CORPORATION

  公开号：US20140335575A1

  公开（公告）日：2014-11-13

  An object of the present invention is to provide a means for producing an optically active tropic acid that is a compound useful as a synthetic raw material or an intermediate for pharmaceutical products and the like. The present invention provides a novel polypeptide having activity to (R)-selectively hydrolyze a racemic tropic acid amide, DNA encoding the polypeptide, a vector containing the DNA, a transformant prepared by transformation with the vector, and a method for producing an optically active carboxylic acid amide and an optically active carboxylic acid using them.

  本发明的目的是提供一种生产光学活性的热带酸的手段，该化合物可用作合成原料或药物等中间体。本发明提供了一种新型多肽，具有(R)-选择性水解混合的热带酸酰胺的活性，编码该多肽的DNA，含有该DNA的载体，通过该载体转化而制备的转化体，以及使用它们生产光学活性羧酸酰胺和光学活性羧酸的方法。