(8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide | 917957-26-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide
• 英文别名: (8S)-N,N,2,3-tetramethyl-8-[2-(phenylmethoxymethyl)phenyl]-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide
• CAS: 917957-26-7
• 化学式: C₂₉H₃₁N₃O₃
• 分子量: 469.583
• InChiKey: PATPUIABTKWOOS-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide 在 磷酸 作用下， 反应 1.0h， 以36%的产率得到(8S)-8-[2-(hydroxymethyl)phenyl]-N,N,2,3-tetramethyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of potential metabolites of the potassium-competitive acid blocker BYK405879

  摘要：

  Four potential metabolites of the potassium-competitive acid blocker BYK 405879 (1) were synthesized which might be formed in vivo by enzymatic oxidation of the pyran moiety or the methyl groups attached to the (hetero) aromatic system. In all cases, the oxidation of the parent compound 1 was accompanied by a significant loss of pharmacological activity and by a decrease in lipophilicity. The target compounds 6, 14, 20, and 21 constitute valuable tool substances for the investigation of the metabolic fate of BYK 405879 (1). (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.070
• 作为产物：
  描述：

  5-[(3R)-3-{2-[(benzyloxy)methyl]phenyl}-3-hydroxypropyl]-4-hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以53%的产率得到(8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide
  参考文献：
  名称：

  WO2006/136552

  摘要：

  公开号：

文献信息

• Process For the Production of Intermediates For the Preparation of Tricyclic Benzimidazoles
  申请人：Chiesa Maria Vittoria

  公开号：US20080280855A1

  公开（公告）日：2008-11-13

  The invention relates to a process for the synthesis of compounds of the formula 1-a and compounds of the formula 1-b. The compounds of the formula 1-a and the compounds of the formula 1-b, in which the substituents R1, R2, R3, and Ar have the meanings indicated in the description, are valuable intermediates for the preparation of pharmaceutically active compounds.

  本发明涉及一种合成公式1-a化合物和公式1-b化合物的方法。公式1-a化合物和公式1-b化合物中，取代基R1、R2、R3和Ar的含义如描述中所示，是制备药物活性化合物的有价值中间体。
• PROCESS FOR THE PRODUCTION OF INTERMADIATES FOR THE PREPARATION OF TRICYCLIC BENZIMIDAZOLES
  申请人：Nycomed GmbH

  公开号：EP1904454A2

  公开（公告）日：2008-04-02
• [EN] PROCESS FOR THE PRODUCTION OF INTERMADIATES FOR THE PREPARATION OF TRICYCLIC BENZIMIDAZOLES<br/>[FR] METHODE DE PRODUCTION D'INTERMEDIAIRES DE PREPARATION DE BENZIMIDAZOLES TRICYCLIQUES
  申请人：ALTANA PHARMA AG

  公开号：WO2006136552A2

  公开（公告）日：2006-12-28

  [EN] The invention relates to a process for the synthesis of compounds of the formula 1-a and compounds of the formula 1-b. The compounds of the formula 1-a and the compounds of the formula 1-b, in which the substituents R1, R2, R3, and Ar have the meanings indicated in the description, are valuable intermediates for the preparation of pharmaceutically active compounds.
  [FR] L'invention concerne une méthode servant à effectuer la synthèse de composés représentés par la formule (1-a) et de composés représentés par la formule (1-b). Ces composés représentés par les formules (1-a) et (1-b), dans lesquelles les substituants R1, R2, R3 et Ar possèdent les significations indiquées dans la description, constituent des intermédiaires utiles pour la préparation de composés actifs sur le plan pharmaceutique.