2-((S)-5-Benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carboxylic acid methyl ester | 301662-41-9

• 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: 2-((S)-5-Benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carboxylic acid methyl ester
• 英文别名: methyl 2-[(1S)-1-[[2-[(1S)-1-[[2-[(1S)-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(phenylmethoxycarbonylamino)pentyl]-1,3-oxazole-4-carbonyl]amino]-5-(phenylmethoxycarbonylamino)pentyl]-1,3-oxazole-4-carbonyl]amino]-5-(phenylmethoxycarbonylamino)pentyl]-1,3-oxazole-4-carboxylate
• CAS: 301662-41-9
• 化学式: C₅₇H₆₉N₉O₁₅
• 分子量: 1120.23
• InChiKey: HPCLHOOELAQZSE-SVWSIEHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  81
• 可旋转键数：
  36
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  316
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2-((S)-5-Benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carboxylic acid methyl ester 在 盐酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 18.5h， 生成 2-((S)-1-{[2-((S)-1-{[2-((S)-1-Amino-5-benzyloxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-5-benzyloxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-5-benzyloxycarbonylamino-pentyl)-oxazole-4-carboxylic acid pentafluorophenyl ester
  参考文献：
  名称：

  Functionalized platforms based on marine cyclopeptides: different pathways to the hexapeptide

  摘要：

  The synthesis of macrocyclic, roughly planar, exclusively syn-functionalized hexapeptides, related to dolastatin I and bistratamide C from enantiomerically pure oxazole precursors is reported. The platforms can either be synthesized in a stepwise procedure by final cyclization of the linear oxazole trimers or in a direct 'one-pot' reaction. The investigation on the coupling of these building blocks into linear dimers and trimers with modern peptide coupling reagents is reported. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01057-1
• 作为产物：
  描述：

  2-((S)-1-Amino-5-benzyloxycarbonylamino-pentyl)-oxazole-4-carboxylic acid methyl ester 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 、 氯甲酸异丁酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-((S)-5-Benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-{[2-((S)-5-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Functionalized platforms based on marine cyclopeptides: different pathways to the hexapeptide

  摘要：

  The synthesis of macrocyclic, roughly planar, exclusively syn-functionalized hexapeptides, related to dolastatin I and bistratamide C from enantiomerically pure oxazole precursors is reported. The platforms can either be synthesized in a stepwise procedure by final cyclization of the linear oxazole trimers or in a direct 'one-pot' reaction. The investigation on the coupling of these building blocks into linear dimers and trimers with modern peptide coupling reagents is reported. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01057-1