(1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxylic acid | 1170695-95-0

• 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: (1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxylic acid
• CAS: 1170695-95-0
• 化学式: C₄₇H₅₂N₂O₁₁
• 分子量: 820.937
• InChiKey: FVUPCCZUGFRSIW-AAVASIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 重原子数：
  60.0
• 可旋转键数：
  16.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  160.11
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  、 (1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-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 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以32 mg的产率得到(1S,3S,4S,5R,6S,7S)-methyl 4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-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
• 作为产物：
  描述：

  (1S,3S,4S,5R,6S,7S)-methyl 4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxylate 在 三甲基氢氧化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 (1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-((1S,3S,4S,5R,6S,7S)-4,5-bis(benzyloxy)-7-(tert-butoxycarbonylamino)-2-oxabicyclo[4.1.0]heptane-3-carboxamido)-2-oxabicyclo[4.1.0]heptane-3-carboxylic acid
  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