trans-8-chloro-10,11-dihydro-11-[(methylamino)methyl]-dibenz[b,f]oxepin-10-carboxylic acid hydrochloride | 912356-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: trans-8-chloro-10,11-dihydro-11-[(methylamino)methyl]-dibenz[b,f]oxepin-10-carboxylic acid hydrochloride
• 英文别名: Dibenz[b,f]oxepin-10-carboxylic acid, 8-chloro-10,11-dihydro-11-[(methylamino)methyl]-, hydrochloride (1:1), (10R,11R)-rel-；(5S,6S)-3-chloro-6-(methylaminomethyl)-5,6-dihydrobenzo[b][1]benzoxepine-5-carboxylic acid;hydrochloride
• CAS: 912356-00-4
• 化学式: C₁₇H₁₆ClNO₃*ClH
• 分子量: 354.233
• InChiKey: ADLFSKYRAFFCAF-OALZAMAHSA-N

物化性质

• 熔点：
  215 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-8-chloro-10,11-dihydro-11-[(methylamino)methyl]-dibenz[b,f]oxepin-10-carboxylic acid hydrochloride 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 0.5h， 以75%的产率得到反式-(+/-)-11-氯-2,3,3a,12b-四氢-2-甲基-1H-二苯并[2,3:6,7]氧杂卓并[4,5-c]吡咯-1-酮
  参考文献：
  名称：

  Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole

  摘要：

  公开号：

  EP1710241B1
• 作为产物：
  描述：

  asenapine 在 盐酸 作用下， 以 甲苯 为溶剂， 生成 trans-8-chloro-10,11-dihydro-11-[(methylamino)methyl]-dibenz[b,f]oxepin-10-carboxylic acid hydrochloride
  参考文献：
  名称：

  Debottlenecking the Synthesis Route of Asenapine

  摘要：

  The discovery synthesis. of asenapine that was used for the manufacture of drug substance batches up to 10 kg contained two chemical steps that were major bottlenecks for scale-up. One of these steps involved a magnesium/methanol reduction of an enamide moiety that was severely hampered by safety and efficiency problems. The other step was a laborious chromatography and isomerization cycle that was marked by a poor yield and extremely low throughput The safety issues of the magnesium/ methanol reduction could be solved by adding portions of magnesium to a solution of the enamide. In addition, an alternative process for the conversion of the mixture of cis- and trans-lactam into the desired trans-isomer was developed, circumventing the chromatographic separation.

  DOI：

  10.1021/op700240c

文献信息

• Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole
  申请人：Kemperman Johannes Gerardus

  公开号：US20060229352A1

  公开（公告）日：2006-10-12

  Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

  本发明揭示了公式(I)和(II)的新型氨基酸衍生物，其制备方法，以及它们在制备trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole中的应用。
• INTERMEDIATE COMPOUNDS FOR THE PREPARATION OF TRANS-5-CHLORO-2-METHYL-2,3,3a,12b-TETRAHYDRO-1H-DIBENZ[2,3:6,7]-OXEPINO[4,5-c]PYRROLE
  申请人：Kemperman Gerardus Johannes

  公开号：US20110207942A1

  公开（公告）日：2011-08-25

  Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

  本发明涉及一种新型的氨基酸衍生物，其化学式为(I)和(II)，以及其制备方法，以及它们在制备trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole中的用途。
• Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3A,12B-tetrahydro-1H-dibenz[2,3:6,7]-oxepino[4,5-C]pyrrole
  申请人：——

  公开号：US07956202B2

  公开（公告）日：2011-06-07

  Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

  本发明公开了式(I)和式(II)的新型氨基酸衍生物及其制备方法，以及它们在制备trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole中的应用。
• INTERMEDIATE COMPOUNDS FOR THE PREPARATION OF TRANS-5-CHLORO-2-METHYL-2,3,3A,12B-TETRAHYDRO-1H-DIBENZ[2,3:6,7]-OXEPINO[4,5-C]PYRROLE
  申请人：KEMPERMAN GERARDUS JOHANNES

  公开号：US20100152461A1

  公开（公告）日：2010-06-17

  Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

  本发明涉及式(I)和(II)的新型氨基酸衍生物，其制备方法以及它们在制备trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole中的应用。
• Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]-oxepino[4,5-c]pyrrole
  申请人：Kemperman Gerardus Johannes

  公开号：US08426610B2

  公开（公告）日：2013-04-23

  Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

  本发明涉及一种新的氨基酸衍生物，其化学式为(I)和(II)，以及其制备方法，并且涉及其在制备trans-5-氯-2-甲基-2,3,3a,12b-四氢-1H-二苯[2,3:6,7]氧杂- [4,5-c]吡咯中的应用。