(1S,3R,4S,5R,6S,7S)-ethyl 3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate | 1170695-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,3R,4S,5R,6S,7S)-ethyl 3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate
• 英文别名: ethyl (1S,3R,4S,5R,6S,7S)-3-[[[(1S,3R,4S,5R,6S,7S)-3-[[[(1S,3R,4S,5R,6S,7S)-3-[[[(1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carbonyl]amino]methyl]-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carbonyl]amino]methyl]-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carbonyl]amino]methyl]-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate
• CAS: 1170695-92-7
• 化学式: C₉₀H₉₆N₆O₁₇
• 分子量: 1533.78
• InChiKey: WEZBYHKQAYYEEX-LJZSRIIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  113
• 可旋转键数：
  38
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  239
• 氢给体数：
  3
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  ethyl (1S,3R,4S,5R,6S,7S)-3-[[[(1S,3R,4S,5R,6S,7S)-3-(aminomethyl)-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carbonyl]amino]methyl]-4,5-bis(phenylmethoxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate 、 (1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.08h， 以24 mg的产率得到(1S,3R,4S,5R,6S,7S)-ethyl 3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(((1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxamido)methyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate
  参考文献：
  名称：

  Pyranocyclopropanyl sugar amino acids, a new class of constrained (di)peptide isosteres

  摘要：

  The design, synthesis and application of oxabicyclo[4.1.0]heptane amino acids as conformationally restricted sugar amino acid dipeptide isosteres are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.03.009

文献信息

• Pyranocyclopropanyl sugar amino acids, a new class of constrained (di)peptide isosteres
  作者：Martijn D.P. Risseeuw、Gijs A. van der Marel、Herman S. Overkleeft、Mark Overhand

  DOI：10.1016/j.tetasy.2009.03.009

  日期：2009.5

  The design, synthesis and application of oxabicyclo[4.1.0]heptane amino acids as conformationally restricted sugar amino acid dipeptide isosteres are reported. (C) 2009 Elsevier Ltd. All rights reserved.