(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis[(3-nitrophenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one | 1053741-29-9

• 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: (3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis[(3-nitrophenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
• CAS: 1053741-29-9
• 化学式: C₃₆H₃₆N₄O₇
• 分子量: 636.704
• InChiKey: SBVLKIMMPAICMW-WZJLIZBTSA-N

物化性质

• 沸点：
  802.4±65.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis[(3-nitrophenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 mozenavir
  参考文献：
  名称：

  Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups

  摘要：

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00531-8
• 作为产物：
  描述：

  3-硝基甲苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis[(3-nitrophenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
  参考文献：
  名称：

  Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups

  摘要：

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00531-8

文献信息

• Bioorganic and Medicinal Chemistry Letters 1996, 6, 2919-2924
  作者：

  DOI：——

  日期：——
• Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups
  作者：James D. Rodgers、Barry L. Johnson、Haisheng Wang、Roger A. Greenberg、Susan Erickson-Viitanen、Ronald M. Klabe、Beverly C. Cordova、Marlene M. Rayner、Gilbert N. Lam、Chong-Hwan Chang

  DOI：10.1016/s0960-894x(96)00531-8

  日期：1996.12

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd