(4S,5S)-3,4,5,6-tetrahydro-2,7-bis[2-(2-phenylacetamido)-benzyl]-4,5-dihydroxy-1,2,7-thiadiazepine 1,1-dioxide

• 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: (4S,5S)-3,4,5,6-tetrahydro-2,7-bis[2-(2-phenylacetamido)-benzyl]-4,5-dihydroxy-1,2,7-thiadiazepine 1,1-dioxide
• 英文别名: N-[2-[[(4S,5S)-4,5-dihydroxy-1,1-dioxo-7-[[2-[(2-phenylacetyl)amino]phenyl]methyl]-1,2,7-thiadiazepan-2-yl]methyl]phenyl]-2-phenylacetamide
• 化学式: C₃₄H₃₆N₄O₆S
• 分子量: 628.749
• InChiKey: YLBVEIQSRGHVCR-ACHIHNKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  148
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-苯乙酰胺 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 盐酸 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 N-甲基吡咯烷酮 、 甲醇 、 乙醚 为溶剂， 反应 1.0h， 生成 (4S,5S)-3,4,5,6-tetrahydro-2,7-bis[2-(2-phenylacetamido)-benzyl]-4,5-dihydroxy-1,2,7-thiadiazepine 1,1-dioxide
  参考文献：
  名称：

  Fast and selective synthesis of novel cyclic sulfamide HIV-1 protease inhibitors under controlled microwave heating

  摘要：

  A novel and highly selective silver-promoted monobenzylation method was developed to promote synthesis of nonsymmetrical sulfamide-based HIV-1 inhibitors. Microwave-accelerated palladium-catalyzed N-amide arylation- and aminocarbonylation reactions were employed for rapid and reliable compound generation. With this class of inhibitory agents, six active inhibitors were identified, the most potent inhibitor possessing a K-i-value of 20 nM. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.094

文献信息

• Fast and selective synthesis of novel cyclic sulfamide HIV-1 protease inhibitors under controlled microwave heating
  作者：Henrik Gold、Anna Ax、Lotta Vrang、Bertil Samuelsson、Anders Karlén、Anders Hallberg、Mats Larhed

  DOI：10.1016/j.tet.2005.11.094

  日期：2006.5

  A novel and highly selective silver-promoted monobenzylation method was developed to promote synthesis of nonsymmetrical sulfamide-based HIV-1 inhibitors. Microwave-accelerated palladium-catalyzed N-amide arylation- and aminocarbonylation reactions were employed for rapid and reliable compound generation. With this class of inhibitory agents, six active inhibitors were identified, the most potent inhibitor possessing a K-i-value of 20 nM. (c) 2006 Elsevier Ltd. All rights reserved.