3-ethoxy-4-ethoxy-carbonyl-phenol-acetic acid | 1026249-76-2

• 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-ethoxy-4-ethoxy-carbonyl-phenol-acetic acid
• 英文别名: Ethyl 4-acetyloxy-2-ethoxybenzoate
• CAS: 1026249-76-2
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: TZMXGKKQLBIIEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-ethoxy-4-ethoxy-carbonyl-phenol-acetic acid 、 ethyl 2-ethoxy-4-[N-{1-(2-piperidinophenyl)-3-methyl-1-buten-1-yl}-aminocarbonylmethyl]-benzoate 、 (3-methyl-butyl)-(2-piperidino-phenyl)-ketimine 以51%的产率得到ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate
  参考文献：
  名称：

  Phenylacetic acid benzylamides

  摘要：

  苯乙酸苄胺具有以下一般结构##STR1##其中取代基在此定义，透露出这些化合物是降糖药。

  公开号：

  US05216167A1

文献信息

• Process for the preparation of 3-ethoxy-4-(alkoxy carbonyl)-phenyl acetic acid. (an intermediate of repaglinide)
  申请人：DR. REDDY'S LABORATORIES LIMITED

  公开号：US20040249188A1

  公开（公告）日：2004-12-09

  The present invention relates to an improved and convenient process for the preparation of 3-Ethoxy-4-(alkoxy carbonyl)-phenyl acetic acid, which can be represented by formula (Ia) where R 1 represents ethyl or methyl. Specifically the present invention relates to an improved process for the preparation of compound of formula 1 (Ia), which is the key intermediate for Repaglinide of formula (I), by the process, which involves non-hazardous raw materials with an easy handling, and cost effective process

  本发明涉及一种改进和便利的制备3-乙氧基-4-(烷氧羰基)-苯乙酸的方法，该化合物可用公式(Ia)表示，其中R1代表乙基或甲基。具体地，本发明涉及一种改进的制备公式1(Ia)化合物的方法，该化合物是公式(I)瑞格列奈的关键中间体，通过使用易于处理的无危险原料和成本效益高的方法进行。
• Process for preparing (alphaS)-alpha-(2-methylpropyl)-2-(1-piperidinyl)benzenemethanamine
  申请人：Aurobindo Pharma Limited

  公开号：EP2019097A1

  公开（公告）日：2009-01-28

  The present invention relates to a process for the preparation of (αS)-α-(2-methylpropyl)-2- (1-piperidinyl)benzenemethanamine of Formula I, which is a key intermediate for the synthesis of Repaglinide.

  本发明涉及制备(αS)-α-(2-甲基丙基)-2-(1-哌啶基)苯甲胺式I的过程，该化合物是重要的Repaglinide合成中间体。
• Process for Preparing Ethyl (s)-2-Ethoxy-4-[N-[1-(2-Piperidinophenyl)-3-Methyl-1-Butyl]Aminocarbonyl Methyl]Benzoate and Use Thereof for the Preparation of Repaglinide
  申请人：Balla Venkata Sasidhar

  公开号：US20080200684A1

  公开（公告）日：2008-08-21

  Described herein is an improved, commercially viable and industrially advantageous process for the preparation of Repaglinide intermediate, ethyl (S)-2-ethoxy-4-[N-(1-(2-piperidino-phenyl)-3-methyl-1-butyl)-aminocarbonylmethyl]-benzoate. The process provides the Repaglinide intermediate in higher yield and purity compared to the previously disclosed processes, thereby providing for production of Repaglinide and its pharmaceutically acceptable salts in high purity and in high yield.

  本文描述了一种改进的、商业可行的和工业优势的过程，用于制备瑞格列奈中间体——乙酰苯甲酸(S)-2-乙氧基-4-[N-(1-(2-哌啶基苯基)-3-甲基-1-丁基)-氨甲酰甲基]-苯甲酯。该过程提供了比先前披露的过程更高产率和纯度的瑞格列奈中间体，从而提供了高纯度和高产率的瑞格列奈及其药用盐的生产。
• Repaglinide Substantially Free of Dimer Impurity
  申请人：Sebastian Sonny

  公开号：US20100197732A1

  公开（公告）日：2010-08-05

  The present invention provides highly pure repaglinide substantially free of dimer impurity, and process for the preparation thereof. The present invention also relates to 2-ethoxy-N-[(1S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]-4-[2-[[(1S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]amino]-2-oxoethyl]benzamide, an impurity of repaglinide, and a process for preparing and isolating thereof. The present invention further relates to pharmaceutical compositions comprising solid particles of pure repaglinide substantially free of dimer impurity or pharmaceutically acceptable salts thereof, wherein 90 volume-percent of the particles (D 90 ) have a size of less than about 400 microns. The present invention also provides an optical resolution method of racemic 3-methyl-1-(2-piperidino-phenyl)-1-butylamine and use thereof for the preparation of repaglinide.

  本发明提供了高度纯净的雷帕格林酯，基本上没有二聚体杂质，并提供其制备方法。本发明还涉及雷帕格林酯的杂质2-乙氧基-N-[(1S)-3-甲基-1-[2-(1-哌啶基)苯基]丁基]-4-[2-[[(1S)-3-甲基-1-[2-(1-哌啶基)苯基]丁基]氨基]-2-氧代乙基]苯甲酰胺，以及其制备和分离的方法。本发明还涉及包含基本上没有二聚体杂质或其药学上可接受的盐的纯雷帕格林酯固体颗粒的制药组合物，其中90体积百分比的颗粒（D90）大小小于约400微米。本发明还提供了拆分外消旋3-甲基-1-（2-哌啶基）苯基-1-丁胺的光学分辨方法及其用于制备雷帕格林酯的用途。
• Method for preparing phenyl acetic acid derivatives
  申请人：Heck Rainer

  公开号：US20070123564A1

  公开（公告）日：2007-05-31

  Method for preparing (S)(+)phenyl acetic acid derivatives having the general formula (I): wherein R 1 is a linear or branched alkyl group with 1-6 carbon atoms or substituted benzyl group, and R 2 is methyl, ethyl or propyl group said method, characterised in that a compound of the general formula (II): wherein R 1 is as given above, and R 3 is a nucleofuge, or a suitable salt of a compound of the general formula (II) is reacted with a compound having the general formula (III): wherein R 2 is as given above, and R 4 is hydrogen or a nucleofuge that can be removed hydrolytically, and the protective group R 4 that may be present, may be subsequently removed hydrolytically.

  制备具有一般式(I)的(S)(+)苯乙酸衍生物的方法：其中R1是具有1-6个碳原子的线性或支链烷基或取代苯甲基，而R2是甲基、乙基或丙基基团，该方法的特征在于，将一般式(II)的化合物：其中R1如上所述，而R3是亲核脱离基，或者是一般式(II)的合适盐与一般式(III)的化合物反应：其中R2如上所述，而R4是氢或可通过水解去除的亲核脱离基，可能存在的保护基R4可以随后通过水解去除。