methyl 4-{(4-bromo-2-formylphenyl)[(4-methylphenyl)sulfonyl]amino}butanoate | 943819-77-0

• 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 4-{(4-bromo-2-formylphenyl)[(4-methylphenyl)sulfonyl]amino}butanoate
• 英文别名: methyl 4-(4-bromo-2-formyl-N-(4-methylphenyl)sulfonylanilino)butanoate
• CAS: 943819-77-0
• 化学式: C₁₉H₂₀BrNO₅S
• 分子量: 454.341
• InChiKey: DSMOPSQKBPXTMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  5-溴-2-氟苯甲醛 在 potassium carbonate 作用下， 以 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 methyl 4-{(4-bromo-2-formylphenyl)[(4-methylphenyl)sulfonyl]amino}butanoate
  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

文献信息

• Preparation of a 1-Unsubstituted 2,3-Dihydro-1-benzazepine Derivative
  作者：Atsuko Nishiguchi、Tomomi Ikemoto、Tatsuya Ito、Shotaro Miura、Kiminori Tomimatsu

  DOI：10.3987/com-07-11025

  日期：——

  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.