7-methoxy-2-tosyl-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine | 890708-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-methoxy-2-tosyl-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine
• 英文别名: 2-Methoxy-8-(4-methylphenyl)sulfonyl-17-oxa-8-azatetracyclo[8.7.1.05,18.011,16]octadeca-1,3,5(18),11,13,15-hexaene
• CAS: 890708-53-9
• 化学式: C₂₄H₂₃NO₄S
• 分子量: 421.517
• InChiKey: OISDUMVEEZTJPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-methoxy-2-tosyl-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine 在 disodium hydrogenphosphate 、 sodium amalgam 作用下， 以 甲醇 为溶剂， 反应 13.0h， 以95%的产率得到7-methoxy-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine
  参考文献：
  名称：

  Synthesis and Receptor Binding Evaluation of Clavizepine Analogues with No Ring D Substituents

  摘要：

  Assembly of the azepine ring of xantheno[9,1-cd]azepines by electrophilic cyclization of sulfonamide acetals provides access to clavizepine analogues in the form of 2,12b-dihydroor 4-hydroxy-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd] azepines, in the latter case producing the trans derivative stereoselectively. Binding assays for clavizepine and analogues at adrenergic, dopaminergic, and serotonergic receptors are reported.

  DOI：

  10.1021/jo052320c
• 作为产物：
  描述：

  4-甲氧基-9H-氧杂蒽-9-酮 在 palladium on activated charcoal 盐酸 、 dimethyl sulfide borane 、 氢气 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0~75.0 ℃ 、101.33 kPa 条件下， 反应 18.5h， 生成 7-methoxy-2-tosyl-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine
  参考文献：
  名称：

  Synthesis and Receptor Binding Evaluation of Clavizepine Analogues with No Ring D Substituents

  摘要：

  Assembly of the azepine ring of xantheno[9,1-cd]azepines by electrophilic cyclization of sulfonamide acetals provides access to clavizepine analogues in the form of 2,12b-dihydroor 4-hydroxy-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd] azepines, in the latter case producing the trans derivative stereoselectively. Binding assays for clavizepine and analogues at adrenergic, dopaminergic, and serotonergic receptors are reported.

  DOI：

  10.1021/jo052320c

文献信息

• Synthesis and Receptor Binding Evaluation of Clavizepine Analogues with No Ring D Substituents
  作者：M. Carmen de la Fuente、Shirley E. Pullan、Ilse Biesmans、Domingo Domínguez

  DOI：10.1021/jo052320c

  日期：2006.5.1

  Assembly of the azepine ring of xantheno[9,1-cd]azepines by electrophilic cyclization of sulfonamide acetals provides access to clavizepine analogues in the form of 2,12b-dihydroor 4-hydroxy-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd] azepines, in the latter case producing the trans derivative stereoselectively. Binding assays for clavizepine and analogues at adrenergic, dopaminergic, and serotonergic receptors are reported.