methyl (2S)-2-[[1-[benzyl(1,3-thiazol-5-ylmethyl)carbamoyl]-5-(2-methylphenyl)-3,6-dihydro-2H-pyridine-4-carbonyl]amino]-4-methylsulfanylbutanoate | 355008-64-9

• 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-[[1-[benzyl(1,3-thiazol-5-ylmethyl)carbamoyl]-5-(2-methylphenyl)-3,6-dihydro-2H-pyridine-4-carbonyl]amino]-4-methylsulfanylbutanoate
• CAS: 355008-64-9
• 化学式: C₃₁H₃₆N₄O₄S₂
• 分子量: 592.783
• InChiKey: YROMUIHJLYKDTR-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  145
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[1-[benzyl(1,3-thiazol-5-ylmethyl)carbamoyl]-5-(2-methylphenyl)-3,6-dihydro-2H-pyridine-4-carbonyl]amino]-4-methylsulfanylbutanoate 在 lithium hydroxide 作用下， 以88%的产率得到(2S)-2-({1-[benzyl(1,3-thiazol-5-ylmethyl)carbamoyl]-5-(2-methylphenyl)-1,2,3,6-tetrahydropyridin-4-yl}formamido)-4-(methylsulfanyl)butanoic acid
  参考文献：
  名称：

  Aryl tetrahydropyridine inhibitors of farnesyltransferase: glycine, phenylalanine and histidine derivatives

  摘要：

  Inhibitors of farnesyltransferase are effective against a variety of tumors in mouse models of cancer. Clinical trials to evaluate these agents in humans are ongoing. In our effort to develop new farnesyltransferase inhibitors, we have discovered a series of aryl tetrahydropyridines that incorporate substituted glycine, phenylalanine and histidine residues. The design, synthesis, SAR and biological properties of these compounds will be discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00095-7
• 作为产物：
  描述：

  3-碘异烟酸甲酯 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 1-氯乙基氯甲酸酯 、 sodium cyanoborohydride 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 cesium fluoride 作用下， 生成 methyl (2S)-2-[[1-[benzyl(1,3-thiazol-5-ylmethyl)carbamoyl]-5-(2-methylphenyl)-3,6-dihydro-2H-pyridine-4-carbonyl]amino]-4-methylsulfanylbutanoate
  参考文献：
  名称：

  Aryl tetrahydropyridine inhibitors of farnesyltransferase: glycine, phenylalanine and histidine derivatives

  摘要：

  Inhibitors of farnesyltransferase are effective against a variety of tumors in mouse models of cancer. Clinical trials to evaluate these agents in humans are ongoing. In our effort to develop new farnesyltransferase inhibitors, we have discovered a series of aryl tetrahydropyridines that incorporate substituted glycine, phenylalanine and histidine residues. The design, synthesis, SAR and biological properties of these compounds will be discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00095-7