(S)-2-((2S,3S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-hydroxy-amino]-3-phenyl-propionylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

• 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: (S)-2-((2S,3S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-hydroxy-amino]-3-phenyl-propionylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]-hydroxy-amino]-3-phenyl-propanoyl]amino]-3-methyl-pentanoyl]amino]-3-phenyl-propanoate；methyl (2S)-2-[[(2S,3S)-2-[[(2S)-2-[hydroxy-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylpentanoyl]amino]-3-phenylpropanoate
• 化学式: C₃₉H₅₀N₄O₈
• 分子量: 702.848
• InChiKey: ZITRLMFGRWHIPW-NKZKHMIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  51
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  163
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  D-苯丙氨酸 在 palladium on activated charcoal N-甲基吗啉 、 sodium hydroxide 、 PTS*H₂O 、 硫酸 、 氢气 、 碳酸氢钠 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 potassium bromide 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (S)-2-((2S,3S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-hydroxy-amino]-3-phenyl-propionylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis and activity of HIV protease inhibitors

  摘要：

  We report here the synthesis and activity of HIV protease inhibitors. Ln the first stage hydrophobic compounds incorporating a 'carba' bond surrogate or a beta-homologated residue were synthesized. Secondly, we synthesized cyclic compounds in which we incorporated 2-quinoline carboxylic acid in the P3 position and the amino-hydroxyindane moiety in the P'3. The last part of this work was dedicated to a structure/activity study of a peptide substrate. These modifications allowed us to work up the synthesis of new pseudopeptide bonds: amino-amide and hydroxy-amide, Compounds with activity in the micromolar range were actually a starting point for the synthesis of new protease inhibitors. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80043-3