(4aR,6S,7S,8R,8aS)-6-[(2R,3S,4R,5R,6S)-5-azido-6-[(2R,3S,4R,5R,6R)-5-azido-2-[(4-methoxyphenoxy)methyl]-4,6-bis(phenylmethoxy)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxyspiro[4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-2,1'-cyclohexane]-7,8-diol | 264198-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR,6S,7S,8R,8aS)-6-[(2R,3S,4R,5R,6S)-5-azido-6-[(2R,3S,4R,5R,6R)-5-azido-2-[(4-methoxyphenoxy)methyl]-4,6-bis(phenylmethoxy)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxyspiro[4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-2,1'-cyclohexane]-7,8-diol
• CAS: 264198-52-9
• 化学式: C₅₉H₆₈N₆O₁₅
• 分子量: 1101.22
• InChiKey: ZNCDVWSDPHULCQ-VSDRYINISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  80
• 可旋转键数：
  23
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  189
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  methyl (2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-4-acetyloxy-2-(acetyloxymethyl)-6-[(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-2-(2,2,2-trichloroethanimidoyl)oxyoxan-3-yl]oxyoxan-3-yl]oxy-3,5-diacetyloxy-6-(acetyloxymethyl)oxan-4-yl]oxy-4-acetyloxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate 、 (4aR,6S,7S,8R,8aS)-6-[(2R,3S,4R,5R,6S)-5-azido-6-[(2R,3S,4R,5R,6R)-5-azido-2-[(4-methoxyphenoxy)methyl]-4,6-bis(phenylmethoxy)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxyspiro[4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-2,1'-cyclohexane]-7,8-diol 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到methyl (2S,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4S,5R,6R)-2-[(4aR,6S,7S,8R,8aR)-6-[(2R,3S,4R,5R,6S)-5-azido-6-[(2R,3S,4R,5R,6R)-5-azido-2-[(4-methoxyphenoxy)methyl]-4,6-bis(phenylmethoxy)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-7-hydroxyspiro[4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-2,1'-cyclohexane]-8-yl]oxy-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-3-yl]oxy-5-acetamido-4-acetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxy-3,5-diacetyloxy-6-(acetyloxymethyl)oxan-4-yl]oxy-5-acetamido-4-acetyloxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
  参考文献：
  名称：

  Synthesis of anα-(2,3)-Sialylated, Complex-Type Undecasaccharide

  摘要：

  DOI：

  10.1002/(sici)1521-3773(20000204)39:3<531::aid-anie531>3.0.co;2-f
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 triflic azide 作用下， 以 乙腈 、 叔丁醇 为溶剂， 反应 5.0h， 生成 (4aR,6S,7S,8R,8aS)-6-[(2R,3S,4R,5R,6S)-5-azido-6-[(2R,3S,4R,5R,6R)-5-azido-2-[(4-methoxyphenoxy)methyl]-4,6-bis(phenylmethoxy)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxyspiro[4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-2,1'-cyclohexane]-7,8-diol
  参考文献：
  名称：

  Synthesis of anα-(2,3)-Sialylated, Complex-Type Undecasaccharide

  摘要：

  DOI：

  10.1002/(sici)1521-3773(20000204)39:3<531::aid-anie531>3.0.co;2-f