(2R)-2-(2-fluorobiphenyl-4-yl)propanamide

• 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: (2R)-2-(2-fluorobiphenyl-4-yl)propanamide
• 英文别名: (2R)-2-(3-fluoro-4-phenylphenyl)propanamide
• 化学式: C₁₅H₁₄FNO
• 分子量: 243.281
• InChiKey: MRGROCIVLXFMNN-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2-(2-fluorobiphenyl-4-yl)propanamide 在 三乙胺 、 三氯乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 (R)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanenitrile
  参考文献：
  名称：

  Retention of stereochemistry in the microwave assisted synthesis of 1H-tetrazole bioisosteric moiety from chiral phenyl-acetic acid derivatives

  摘要：

  Chiral substituted phenylethyl-1H-tetrazoles were built-up from the corresponding carboxylic acid derivatives by a useful three-step synthesis. The procedure, that preserves the chiral center from racemization, was successfully applied to a selection of several hit compounds by conversion of the carboxylic acid moiety to the nitrile derivatives and subsequent reaction with trimethylstannyl azide, under microwave conditions. A useful application to the corresponding tetrazole analogue has been found also in the conversion of the aminoacidic moiety like (R)-N-Cbz-phenylglycine showing a wide potential synthetic application. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.022
• 作为产物：
  描述：

  (R)-2-氟比洛芬 氟比洛芬 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 氨 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2R)-2-(2-fluorobiphenyl-4-yl)propanamide
  参考文献：
  名称：

  Retention of stereochemistry in the microwave assisted synthesis of 1H-tetrazole bioisosteric moiety from chiral phenyl-acetic acid derivatives

  摘要：

  Chiral substituted phenylethyl-1H-tetrazoles were built-up from the corresponding carboxylic acid derivatives by a useful three-step synthesis. The procedure, that preserves the chiral center from racemization, was successfully applied to a selection of several hit compounds by conversion of the carboxylic acid moiety to the nitrile derivatives and subsequent reaction with trimethylstannyl azide, under microwave conditions. A useful application to the corresponding tetrazole analogue has been found also in the conversion of the aminoacidic moiety like (R)-N-Cbz-phenylglycine showing a wide potential synthetic application. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.022

文献信息

• [EN] PRODRUGS<br/>[FR] PROMÉDICAMENTS
  申请人：MYRIAD GENETICS INC

  公开号：WO2007095383A2

  公开（公告）日：2007-08-23

  [EN] The invention relates prodrugs of phenyl alkanoic acids. The prodrugs of the invention can enhance and/or improve delivery of the phenyl alkanoic acid moiety to a desired target tissue.
  [FR] La présente invention concerne des promédicaments d'acides phénylalcanoïques. Les promédicaments selon l'invention peuvent amplifier et/ou améliorer la libération du fragment acide phénylalcanoïque au niveau d'un tissu cible souhaité.