(4R)-3-[(2S,4R)-4-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-5-[[(3S,4S)-3-hydroxy-3,4-dihydro-2H-chromen-4-yl]amino]-5-oxopentanoyl]-N-[(2,6-dimethylphenyl)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide | 321435-42-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4R)-3-[(2S,4R)-4-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-5-[[(3S,4S)-3-hydroxy-3,4-dihydro-2H-chromen-4-yl]amino]-5-oxopentanoyl]-N-[(2,6-dimethylphenyl)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide
• CAS: 321435-42-1
• 化学式: C₄₂H₅₇N₃O₆SSi
• 分子量: 760.083
• InChiKey: YCANGYIOAFOHME-CGEKROHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.85
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  117.2
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4R)-3-[(2S,4R)-4-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-5-[[(3S,4S)-3-hydroxy-3,4-dihydro-2H-chromen-4-yl]amino]-5-oxopentanoyl]-N-[(2,6-dimethylphenyl)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到(4R)-3-[(2S,4R)-5-[((3S,4S)-3,4-dihydro-3-hydroxy-2H-1-benzopyran-4-yl)amino]-2-hydroxy-1,5-dioxo-4-(phenylmethyl) pentyl]-5,5-dimethyl-N-[(2,6-dimethylphenyl) methyl]-4-thiazolidinecarboxamide
  参考文献：
  名称：

  Design and synthesis of highly potent HIV protease inhibitors with activity against resistant virus

  摘要：

  A series of highly potent HIV protease inhibitors have been designed and synthesized. These compounds are active against various clinical viral isolates as well as wild-type virus. The synthesis and biological activity of these HIV protease inhibitors are discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00262-2
• 作为产物：
  描述：

  (R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid allyl ester 在 吗啉 、 lithium hydroxide 、 四(三苯基膦)钯 、 N-羟基-7-氮杂苯并三氮唑 、 水 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4R)-3-[(2S,4R)-4-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-5-[[(3S,4S)-3-hydroxy-3,4-dihydro-2H-chromen-4-yl]amino]-5-oxopentanoyl]-N-[(2,6-dimethylphenyl)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide
  参考文献：
  名称：

  Design and synthesis of highly potent HIV protease inhibitors with activity against resistant virus

  摘要：

  A series of highly potent HIV protease inhibitors have been designed and synthesized. These compounds are active against various clinical viral isolates as well as wild-type virus. The synthesis and biological activity of these HIV protease inhibitors are discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00262-2