N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene | 890708-51-7

• 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: N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene
• 英文别名: N-(2,2-dimethoxyethyl)-N-[(4-methoxy-9H-xanthen-9-yl)methyl]-4-methylbenzenesulfonamide
• CAS: 890708-51-7
• 化学式: C₂₆H₂₉NO₆S
• 分子量: 483.585
• InChiKey: VLZMMYXNJIJXLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene 在 palladium on activated charcoal 盐酸 、 disodium hydrogenphosphate 、 sodium amalgam 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0~75.0 ℃ 、101.33 kPa 条件下， 反应 25.42h， 生成 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 dimethyl sulfide borane 、 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， 反应 6.08h， 生成 N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene
  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.