3-hydroxy-N-phenylpropanamide | 66223-76-5

• 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: 3-hydroxy-N-phenylpropanamide
• CAS: 66223-76-5
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: CCHHBMBPROTXGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-N-phenylpropanamide 在 aluminum oxide 、 thorium dioxide 作用下， 生成 N-苯基丙烯酰胺
  参考文献：
  名称：

  Acrylamides

  摘要：

  公开号：

  US02749355A1
• 作为产物：
  描述：

  (E)-4'-hydroxymethylacetophenone oxime 在 4-二甲氨基吡啶 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到3-hydroxy-N-phenylpropanamide
  参考文献：
  名称：

  Efficient and Regioselective Synthesis of 5-Hydroxy-2-isoxazolines: Versatile Synthons for Isoxazoles, β-Lactams, and γ-Amino Alcohols

  摘要：

  An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy-2-isoxazolines, which have been proved to be versatile synthons for isoxazles, beta-hydroxy oximes, and gamma-amino alcohols. beta-Lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from beta-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.

  DOI：

  10.1021/jo1000065

文献信息

• Hydroxy Group Directed Catalytic Hydrosilylation of Amides
  作者：Jizhi Ni、Tsubasa Oguro、Taka Sawazaki、Youhei Sohma、Motomu Kanai

  DOI：10.1021/acs.orglett.8b03014

  日期：2018.12.7

  Chemo- and site-selective hydrosilylation of α- or β-hydroxy amides using organocatalyst B(C6F5)3 and commercially available hydrosilanes is described. This transformation is operative under mild conditions and tolerates a wide range of functional groups. The reaction was applied for selective reduction of a specific amide group of the therapeutically important cyclic peptide cyclosporin A, demonstrating

  描述了使用有机催化剂B（C 6 F 5）3和可商购的氢化硅烷的α-或β-羟基酰胺的化学和位置选择性氢化硅烷化。这种转化在温和的条件下是有效的，并且可以耐受各种官能团。该反应用于选择性还原治疗上重要的环肽环孢菌素A的特定酰胺基，证明了该催化方法在药物前导分子的后期结构转化中的潜在用途。
• CATALYST FOR CONVERTING ESTER TO AMIDE USING HYDROXYL GROUP AS ORIENTATION GROUP
  申请人：CHUBU UNIVERSITY EDUCATIONAL FOUNDATION

  公开号：US20210070690A1

  公开（公告）日：2021-03-11

  Provided is a method for amidating a hydroxy ester compound at a high chemical selectivity. The amidation reaction method for a hydroxy ester compound comprises, in the presence of a catalyst containing a compound of a transition metal of the group 4 or group 5 in the periodic table, reacting at least one kind of hydroxy ester compound selected from the group consisting of an α-hydroxy ester compound, a β-hydroxy ester compound, a γ-hydroxy ester compound and a δ-hydroxy ester compound with an amino compound so as to amidate an ester group having a hydroxyl group at the α-, β-, γ- or δ-position of the hydroxy ester compound.

  提供了一种在高化学选择��下对羟基酯化合物进行酰胺化的方法。对羟基酯化合物进行酰胺化反应的方法包括，在含有周期表中第4组或第5组过渡金属化合物的催化剂存在下，将从α-羟基酯化合物、β-羟基酯化合物、γ-羟基酯化合物和δ-羟基酯化合物组成的羟基酯化合物中选择的至少一种羟基酯化合物与氨基化合物反应，以酰胺化具有α-、β-、γ-或δ-位置的羟基酯化合物中的羟基基团。
• Autocatalytic Radical Ring Opening ofN-Cyclopropyl-N-phenylamines Under Aerobic Conditions − Exclusive Formation of the Unknown Oxygen Adducts,N-(1,2-Dioxolan-3-yl)-N-phenylamines
  作者：Kandatege Wimalasena、Heang B. Wickman、Mathew P. D. Mahindaratne

  DOI：10.1002/1099-0690(200110)2001:20<3811::aid-ejoc3811>3.0.co;2-6

  日期：2001.10

  room temperature under aerobic conditions. The rate of this conversion was found to be significantly increased by the presence of a catalytic amount of the single-electron oxidizing agent tris(1,10-phenanthroline)FeIII hexafluorophosphate or of the hydrogen-abstracting agents benzoyl peroxide or tert-butyl peroxide/UV light. Based on the regio- and stereochemical outcomes of aerobic ring-opening reactions

  与 N-烷基-N-环丙胺衍生物的高稳定性相反，已发现 N-环丙基-N-苯胺 (1a) 缓慢转化为迄今为止未知的产物 N-(1,2-二氧戊环-3-基) -N-苯胺 (1f) 在室温和有氧条件下。发现这种转化率因催化量的单电子氧化剂三（1,10-菲咯啉）FeIII 六氟磷酸盐或吸氢剂过氧化苯甲酰或叔丁基过氧化物的存在而显着增加。紫外线。基于 1a 的一些特定环甲基化衍生物的有氧开环反应的区域和立体化学结果，即 N-(1-甲基环丙基)-N-苯胺 (2a)、N-(反式-2-甲基环丙基)- N-苯胺(3a)和N-(顺-2-甲基环丙基)-N-苯胺(4a)，以及其他实验证据，提出了一种类似于乙烯基环丙烷氧化的自催化机制，用于形成 1,2-二氧戊环产物。这些新型衍生物的氧化自由基开环和相关化学在杂原子氧化酶的机理研究中可能很有价值。
• PYRIDYLOXYALKYL CARBOXAMIDES AND USE THEREOF AS ENDOPARASITICIDES AND NEMATICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：US20150291524A1

  公开（公告）日：2015-10-15

  The present application relates to novel pyridyloxyalkylcarboxamides of the formula (I) and to their use as endoparasiticides against endoparasites in animals or humans, and to their use as nematicides for controlling phytopathogenic nematodes, and furthermore to endoparasiticides and nematicides comprising pyridyloxyalkylcarboxamides.

  本申请涉及式(I)的新型吡啶氧基烷基羧酰胺及其作为动物或人体内寄生虫的内寄生虫剂和作为控制植物病原线虫的线虫灭剂的用途，此外还涉及包含吡啶氧基烷基羧酰胺的内寄生虫剂和线虫灭剂。
• N-arylshydroxyalkylidene-carboxamide compositions and methods
  申请人：Wei T. Edward

  公开号：US20070155755A1

  公开（公告）日：2007-07-05

  N-(Substituted-aryl-hydroxyalkylidene)-cycloalkyl carboxamide compositions are disclosed that target molecular elements on sensory nerves. These compounds, preferably administered topically, inhibit the perception of itch and pain and have prolonged duration of action.

  本发明公开了一种N-(取代芳基-羟基烷基亚烷基)-环状烷基羧酰胺组合物，其靶向感觉神经上的分子元素。这些化合物，最好是局部给药，能够抑制瘙痒和疼痛感觉，并具有持久的作用时间。