methyl 7-bromo-1-[(4-methylphenyl)sulfonyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate | 943819-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 7-bromo-1-[(4-methylphenyl)sulfonyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate
• 英文别名: Methyl 7-bromo-1-(4-methylphenyl)sulfonyl-2,3-dihydro-1-benzazepine-4-carboxylate
• CAS: 943819-78-1
• 化学式: C₁₉H₁₈BrNO₄S
• 分子量: 436.326
• InChiKey: WVGRGCKRKMORHL-UHFFFAOYSA-N

物化性质

• 熔点：
  138-139 °C(Solvent: Diisopropyl ether)
• 沸点：
  560.1±60.0 °C(predicted)
• 密度：
  1.485±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 7-bromo-1-[(4-methylphenyl)sulfonyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate 在 硫酸 、 水 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以88%的产率得到7-溴-2,3-二氢-1H-苯并[B]氮杂-4-羧酸
  参考文献：
  名称：

  Preparation of a 1-Unsubstituted 2,3-Dihydro-1-benzazepine Derivative

  摘要：

  We developed a three-step method of producing a 1-unsubstituted-2,3-dihydro-1-benzazepine derivative (2) from 11. The alkylation of 9, obtained from 11, and the subsequent intramolecular condensation of 12 in dialkyl carbonate with a metal alcoholate were conducted in one pot to afford 1-benzazepine (13) in good yield. 13 was then hydrolyzed to give 2 in 48% overall yield from 11. Furthermore, we synthesized the orally active CCR5 antagonist intermediate 18 from 2.

  DOI：

  10.3987/com-07-11025
• 作为产物：
  描述：

  methyl 4-{(4-bromo-2-formylphenyl)[(4-methylphenyl)sulfonyl]amino}butanoate 在 sodium methylate 、 碳酸二甲酯 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以71%的产率得到methyl 7-bromo-1-[(4-methylphenyl)sulfonyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate
  参考文献：
  名称：

  Preparation of a 1-Unsubstituted 2,3-Dihydro-1-benzazepine Derivative

  摘要：

  We developed a three-step method of producing a 1-unsubstituted-2,3-dihydro-1-benzazepine derivative (2) from 11. The alkylation of 9, obtained from 11, and the subsequent intramolecular condensation of 12 in dialkyl carbonate with a metal alcoholate were conducted in one pot to afford 1-benzazepine (13) in good yield. 13 was then hydrolyzed to give 2 in 48% overall yield from 11. Furthermore, we synthesized the orally active CCR5 antagonist intermediate 18 from 2.

  DOI：

  10.3987/com-07-11025