methyl (2S)-2-[[(2S,3S)-3-methyl-2-[[2-[[(3S)-2-oxo-4-phenyl-3-(phenylmethoxycarbonylamino)butyl]amino]acetyl]amino]pentanoyl]amino]-3-phenylpropanoate | 1027266-29-0

• 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: methyl (2S)-2-[[(2S,3S)-3-methyl-2-[[2-[[(3S)-2-oxo-4-phenyl-3-(phenylmethoxycarbonylamino)butyl]amino]acetyl]amino]pentanoyl]amino]-3-phenylpropanoate
• CAS: 1027266-29-0
• 化学式: C₃₆H₄₄N₄O₇
• 分子量: 644.768
• InChiKey: FYLAOEQGYKZJDK-LXFOYQACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  47
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[(2S,3S)-3-methyl-2-[[2-[[(3S)-2-oxo-4-phenyl-3-(phenylmethoxycarbonylamino)butyl]amino]acetyl]amino]pentanoyl]amino]-3-phenylpropanoate 在 sodium tetrahydroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (2S)-2-[[(2S,3S)-2-[[2-[[(3S)-2-hydroxy-4-phenyl-3-(phenylmethoxycarbonylamino)butyl]amino]acetyl]amino]-3-methylpentanoyl]amino]-3-phenylpropanoate
  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
• 作为产物：
  描述：

  (S)-3-Z-氨基-1-重氮基-3-苯基-2-丁酮 在 盐酸 、 碳酸氢钠 、 sodium iodide 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (2S)-2-[[(2S,3S)-3-methyl-2-[[2-[[(3S)-2-oxo-4-phenyl-3-(phenylmethoxycarbonylamino)butyl]amino]acetyl]amino]pentanoyl]amino]-3-phenylpropanoate
  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

文献信息

• Synthesis and activity of HIV protease inhibitors
  作者：Patrick Garrouste、Macek Pawlowski、Thierry Tonnaire、Sames Sicsic、Pascal Dumy、Eve de Rosny、Michèle Reboud-Ravaux、Pierre Fulcrand、Jean Martinez

  DOI：10.1016/s0223-5234(98)80043-3

  日期：1998.6

  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.