N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(3aR,5R,6S,7R,7aR)-7-hydroxy-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide | 1126120-66-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(3aR,5R,6S,7R,7aR)-7-hydroxy-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1126120-66-8
• 化学式: C₄₈H₇₈N₆O₃₀
• 分子量: 1219.17
• InChiKey: UXXAIZHBDYQOFN-GMRTZKIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.4
• 重原子数：
  84
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  532
• 氢给体数：
  18
• 氢受体数：
  31

反应信息

• 作为产物：
  描述：

  hexa-N-acetylchitohexaose 在 2-氯-1,3-二甲基氯化咪唑啉 、 三乙胺 作用下， 以 water-d2 为溶剂， 反应 1.0h， 以81%的产率得到N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(3aR,5R,6S,7R,7aR)-7-hydroxy-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
  参考文献：
  名称：

  Efficient Synthesis of Sugar Oxazolines from Unprotected N-Acetyl-2-amino Sugars by Using Chloroformamidinium Reagent in Water

  摘要：

  Sugar oxazoline derivatives were directly synthesized from the corresponding N-acetyl-2-amino sugars in aqueous media by using a chloroformamidinium-type dehydrating reagent. The present method could successfully be applied to chito-oligosaccharides, saccharides with acid functions, and a complex-type oligosaccharide derived from a glycopeptide.

  DOI：

  10.1021/jo8024708

文献信息

• Efficient Synthesis of Sugar Oxazolines from Unprotected <i>N</i>-Acetyl-2-amino Sugars by Using Chloroformamidinium Reagent in Water
  作者：Masato Noguchi、Tomonari Tanaka、Hidetoshi Gyakushi、Atsushi Kobayashi、Shin-ichiro Shoda

  DOI：10.1021/jo8024708

  日期：2009.3.6

  Sugar oxazoline derivatives were directly synthesized from the corresponding N-acetyl-2-amino sugars in aqueous media by using a chloroformamidinium-type dehydrating reagent. The present method could successfully be applied to chito-oligosaccharides, saccharides with acid functions, and a complex-type oligosaccharide derived from a glycopeptide.