(S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine | 888970-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: (S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine
• 英文别名: (5S)-5-hydroxy-5,6-dihydrobenzo[b][1]benzazepine-11-carbonitrile
• CAS: 888970-91-0
• 化学式: C₁₅H₁₂N₂O
• 分子量: 236.273
• InChiKey: QQSMCHOABQHASF-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  47.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 、 水 、 盐酸 作用下， 以 水 为溶剂， 反应 0.75h， 以100%的产率得到(S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine
  参考文献：
  名称：

  WO2006/56339

  摘要：

  公开号：

文献信息

• PROCESS FOR THE PREPARATION OF (S)-(+)- OR (R)-(-)-10-HYDROXY DIHYDRODIBENZ[B,F]AZEPINES BY ENANTIOSELECTIVE REDUCTION OF 10,11-DIHYDRO-10-OXO-5H-DIBENZ[B,F]AZEPINES AND POLYMORPHS THEREOF
  申请人：Biswas Sujay

  公开号：US20130345198A1

  公开（公告）日：2013-12-26

  The present invention provides a novel process for the preparation of substituted optically pure (S)-(+)- or (R)-(−)-10-hydroxy-dihydrodibenz[b,f]azepines or derivatives thereof, starting from 10,11-dihydro-10-oxo-5H-dibenz[b,f]azepines using boronate esters or their derivatives. The present invention also provides use of thus prepared (S)-(+)- or (R)-(−)-10-hydroxy-dihydrodibenz[b,f]azepines for the preparation of their ester such as (S)-(−)-10-acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide or (R)-(+)-10-acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide. The present invention also provides novel solid state crystalline forms J 1 , J 2 , J 3 , J 4 and amorphous form of eslicarbazepine and the process for the preparation thereof. Also, the present invention provides novel solid state crystalline form and amorphous form of eslicarbazepine acetate and the process for the preparation thereof. The novel solid state forms of eslicarbazepine are useful for the preparation of derivatives of eslicarbazepine such as eslicarbazepine acetate.

  本发明提供了一种新颖的方法，用于从10,11-二氢-10-氧代-5H-二苯并[b,f]氮杂环己烯起始，利用硼酸酯或其衍生物制备取代的光学纯(S)-(+)-或(R)-(-)-10-羟基-二氢二苯并[b,f]氮杂环己烯或其衍生物。本发明还提供了利用这样制备的(S)-(+)-或(R)-(-)-10-羟基-二氢二苯并[b,f]氮杂环己烯制备它们的酯，如(S)-(-)-10-乙酰氧基-10,11-二氢-5H-二苯并[b,f]氮杂环己烯-5-羧酰胺或(R)-(+)-10-乙酰氧基-10,11-二氢-5H-二苯并[b,f]氮杂环己烯-5-羧酰胺。本发明还提供了新颖的固态结晶形式J1、J2、J3、J4和eslicarbazepine的非晶态形式及其制备方法。此外，本发明提供了eslicarbazepine乙酸盐的新颖固态结晶形式和非晶态形式以及其制备方法。eslicarbazepine的新颖固态形式对于制备eslicarbazepine乙酸盐等eslicarbazepine的衍生物非常有用。
• [EN] PROCESS FOR THE PREPARATION OF (S)-(+)-OR (R)-(-)-10 HYDROXY DIHYDRODIBENZ[B,F]AZEPINES BY ENANTIOSELECTIVE REDUCTION OF 10, 11-DIHYDRO-10-OXO-5H-DIBENZ[B,F]AZEPINES AND POLYMORPHS THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION DE (S)-(+)- OU (R)-(-)-10-HYDROXYDIHYDRODIBENZ[B,F]- AZÉPINES PAR RÉDUCTION ÉNANTIOSÉLECTIVE DE 10,11-DIHYDRO-10-OXO-5H- DIBENZ[B,F]AZÉPINES ET DE POLYMORPHES DE CELLES-CI
  申请人：JUBILANT LIFE SCIENCES LTD

  公开号：WO2012120356A2

  公开（公告）日：2012-09-13

  The present invention provides a novel process for the preparation of substituted optically pure (S)-(+)- or (R)-(-)-10-hydroxy-dihydrodibenz[b,f]azepines or derivatives thereof, starting from 10,11-dihydro-10-oxo-5H-dibenz[b,f]azepines using boronate esters or their derivatives. The present invention also provides use of thus prepared (S)-(+)- or (R)-(-)- 10-hydroxy-dihydrodibenz[b,f]azepines for the preparation of their ester such as (S)-(-)- 10-acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide, or (R)-(+)-10-acetoxy- 10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide. The present invention also provides novel solid state crystalline forms J1, J2, J3, J4 and amorphous form of eslicarbazepine and the process for the preparation thereof. Also, the present invention provides novel solid state crystalline form and amorphous form of eslicarbazepine acetate and the process for the preparation thereof. The novel solid state forms of eslicarbazepine are useful for the preparation of derivatives of eslicarbazepine such as eslicarbazepine acetate.

  本发明提供了一种新型的过程，用硼酸酯或其衍生物从10,11-二氢-10-氧代-5H-二苯并[b,f]氮杂环制备取代的光学纯(S)-(+)-或(R)-(-)-10-羟基-二氢-二苯并[b,f]氮杂环或其衍生物。本发明还提供了利用这样制备的(S)-(+)-或(R)-(-)-10-羟基-二氢-二苯并[b,f]氮杂环制备它们的酯，例如(S)-(-)-10-乙酰氧基-10,11-二氢-5H-二苯并[b,f]氮杂环-5-羧酰胺或(R)-(+)-10-乙酰氧基-10,11-二氢-5H-二苯并[b,f]氮杂环-5-羧酰胺。本发明还提供了新的固态晶体形式J1、J2、J3、J4和eslicarbazepine的非晶态形式及其制备过程。此外，本发明还提供了eslicarbazepine乙酸盐的新的固态晶体形式和非晶态形式及其制备过程。eslicarbazepine的新的固态形式对于制备eslicarbazepine乙酸盐等eslicarbazepine衍生物非常有用。
• PROCESS FOR THE PREPARATION OF OXCARBAZEPINE AND ITS USE AS INTERMEDIATE IN THE PREPARATION OF ESLICARBAZEPINE ACETATE
  申请人：RANBAXY LABORATORIES LIMITED

  公开号：US20150232426A1

  公开（公告）日：2015-08-20

  The present invention provides a process for the preparation of oxcarbazepine of Formula (1), which is an Active Pharmaceutical Ingredient (API) and a useful intermediate in the preparation of eslicarbazepine acetate of Formula (A). The present invention further provides a process for the preparation of eslicarbazepine acetate.

  本发明提供了一种制备氧卡巴肼的方法，其为一种活性药物成分（API），也是制备乙酰氧卡巴肼的有用中间体。本发明还提供了一种制备乙酰氧卡巴肼的方法。
• PROCESS FOR THE PREPARATION OF (S)-(+)-10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ[b,f]AZEPINE-5-CARBOXAMIDE AND ESTERS THEREOF BY ENANTIOSELECTIVE REDUCTION OF 10,11-DIHYDRO-10-OXO-5H-DIBENZ[b,f]AZEPINE-5-CARBOXAMIDE
  申请人：Jubilant Life Sciences Limited

  公开号：EP2683691B1

  公开（公告）日：2018-06-06
• A PROCESS FOR THE PREPARATION OF (S)-(+)-10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ[B,F]AZEPINE-5-CARBOXAMIDE
  申请人：FARCHEMIA S.r.l.

  公开号：EP1833798A1

  公开（公告）日：2007-09-19