(S)-2-(3-ethoxy-4-formylphenyl)-N-(3-methyl-1-(2-(piperidin-1-yl)phenyl)butyl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-2-(3-ethoxy-4-formylphenyl)-N-(3-methyl-1-(2-(piperidin-1-yl)phenyl)butyl)acetamide
• 英文别名: 2-(3-ethoxy-4-formylphenyl)-N-[(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butyl]acetamide
• 化学式: C₂₇H₃₆N₂O₃
• 分子量: 436.594
• InChiKey: AZNYWNXOSHHKJA-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  瑞格列奈 在 dipotassium hydrogenphosphate 、 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 、 三(三甲基硅基)硅烷 、 二甲基二碳酸盐 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以84%的产率得到(S)-2-(3-ethoxy-4-formylphenyl)-N-(3-methyl-1-(2-(piperidin-1-yl)phenyl)butyl)acetamide
  参考文献：
  名称：

  通过光氧化还原催化与氢硅烷选择性地将羧酸还原为醛

  摘要：

  通过可见光光氧化还原催化可将羧酸与氢硅烷直接还原为醛。单电子转移步骤和氢原子转移步骤的结合提供了一种新颖且方便的方法，用于将羧酸选择性还原为醛。该方法还具有温和的条件，高收率，广泛的底物范围和良好的官能团耐受性，例如炔烃基，酯基，酮基，酰胺基和胺基。

  DOI：

  10.1039/c7cc05570f

文献信息

• METHOD FOR THE CHEMO-SELECTIVE ENZYMATIC HYDROLYSIS IF A DIESTER COMPOUND FOR PREPARING A MONOESTER MONOACID COMPOUND
  申请人：Burgos Alain

  公开号：US20100068770A1

  公开（公告）日：2010-03-18

  The invention relates to a synthesis process. This process relates to the synthesis of the compound of formula (I) according to Scheme A below: in which R1, R2 and R3, which may be identical or different, represent, individually and independently, an alkyl group, characterized by an enzymatic hydrolysis reaction that involves placing the compound of formula (II) in contact with an enzyme that performs a chemoselective hydrolysis of only one of the two ester functions of the compound of formula (II) to obtain the compound of formula (I). The invention allows the industrial preparation of the intermediate of formula (I), which may be used for the preparation of the pharmaceutical active principle repaglinide.
• US8198054B2
  申请人：——

  公开号：US8198054B2

  公开（公告）日：2012-06-12
• [EN] METHOD FOR THE CHEMO-SELECTIVE ENZYMATIC HYDROLYSIS IF A DIESTER COMPOUND FOR PREPARING A MONOESTER MONOACID COMPOUND<br/>[FR] PROCEDE D'HYDROLYSE ENZYMATIQUE CHIMIOSELECTIF D'UN COMPOSE DIESTER POUR LA PREPARATION D'UN COMPOSE MONOESTER MONOACIDE
  申请人：PPG SIPSY

  公开号：WO2008110706A2

  公开（公告）日：2008-09-18

  [EN] The invention relates to a synthesis method. The method relates to the synthesis of the compound of the formula (I) according to the following diagram A, in which R1, R2, R3 are identical or different and represent an alkyl group, characterised by an enzymatic hydrolysis reaction that comprises contacting the compound of the formula (II) with an enzyme that carries out an chemo-selective hydrolysis of only one of the two ester functions of the compound of the formula (II) in order to obtain the compound of the formula (I). The invention can be used for the industrial preparation of an intermediate product of the formula (I) that can be used for preparing a pharmaceutically active ingredient, i.e. the Repaglinide.
  [FR] L'invention concerne un procédé de synthèse. Ce procédé concerne la synthèse du composé de formule (I) selon le schéma A suivant, dans lequel R1, R2, R3, identiques ou différents, représentent, individuellement et indépendamment, un groupement alkyle, caractérisé par une réaction d'hydrolyse enzymatique comprenant la mise en contact du composé de formule (II) avec une enzyme réalisant une hydrolyse chimiosélective d'une seule des deux fonctions ester du composé de formule (II) pour obtenir le composé de formule (I). L'invention permet de préparer de manière industrielle l'intermédiaire de formule (I) utilisable pour la préparation du principe actif pharmaceutique le Repaglinide.
• Selective reduction of carboxylic acids to aldehydes with hydrosilane via photoredox catalysis
  作者：Muliang Zhang、Nan Li、Xingyu Tao、Rehanguli Ruzi、Shouyun Yu、Chengjian Zhu

  DOI：10.1039/c7cc05570f

  日期：——

  The direct reduction of carboxylic acids to aldehydes with hydrosilane was achieved through visible light photoredox catalysis. The combination of both single electron transfer and hydrogen atom transfer steps offers a novel and convenient approach to selective reduction of carboxylic acids to aldehydes. The method also features mild conditions, high yields, broad substrate scope, and good functional

  通过可见光光氧化还原催化可将羧酸与氢硅烷直接还原为醛。单电子转移步骤和氢原子转移步骤的结合提供了一种新颖且方便的方法，用于将羧酸选择性还原为醛。该方法还具有温和的条件，高收率，广泛的底物范围和良好的官能团耐受性，例如炔烃基，酯基，酮基，酰胺基和胺基。