1-[(3aR,4S,6R,7S,7aS)-4-[[(3aR,4R,6R,7S,7aS)-4-[[(3aS,4R,5R,6S,6aS)-2-methylimino-4-phenylmethoxy-6-(phenylmethoxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[d][1,3]oxazol-5-yl]oxy]-3-acetyl-2,2-dimethyl-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-7-yl]oxy]-2,2-dimethyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-3-yl]ethanone | 158226-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(3aR,4S,6R,7S,7aS)-4-[[(3aR,4R,6R,7S,7aS)-4-[[(3aS,4R,5R,6S,6aS)-2-methylimino-4-phenylmethoxy-6-(phenylmethoxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[d][1,3]oxazol-5-yl]oxy]-3-acetyl-2,2-dimethyl-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-7-yl]oxy]-2,2-dimethyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-3-yl]ethanone
• CAS: 158226-53-0
• 化学式: C₆₅H₇₈N₄O₁₄
• 分子量: 1139.35
• InChiKey: RAQZAMLIENYFDY-OQKXZOSBSA-N

物化性质

• 密度：
  1.31±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  83
• 可旋转键数：
  23
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  176
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  1-[(3aR,4S,6R,7S,7aS)-4-[[(3aR,4R,6R,7S,7aS)-4-[[(3aS,4R,5R,6S,6aS)-2-methylimino-4-phenylmethoxy-6-(phenylmethoxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[d][1,3]oxazol-5-yl]oxy]-3-acetyl-2,2-dimethyl-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-7-yl]oxy]-2,2-dimethyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-3-yl]ethanone 在 盐酸 作用下， 以 甲醇 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Synthesis of demethylallosamidin, a yeast chitinase inhibitor; use of disaccharide glycosyl donor carrying novel neighboring group

  摘要：

  In the synthesis of novel pseudotrisaccharide called demethylallosamidin, a thioglycoside carrying the 2-acetamido group served as an efficient glycosyl donor through undergoing specific N,O-isopropylidenation at the 2- and 3-positions which prohibits oxazoline ring formation during the glycosidation reaction.

  DOI：

  10.1016/s0040-4039(00)73136-4
• 作为产物：
  描述：

  N-[(2R,4aR,6S,7R,8S,8aS)-6-[(2R,3S,4S,5R,6S)-5-acetamido-4-hydroxy-6-phenylsulfanyl-2-(trityloxymethyl)oxan-3-yl]oxy-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide 在 D(+)-10-樟脑磺酸 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 四丁基碘化铵 、 sodium hydride 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 76.5h， 生成 1-[(3aR,4S,6R,7S,7aS)-4-[[(3aR,4R,6R,7S,7aS)-4-[[(3aS,4R,5R,6S,6aS)-2-methylimino-4-phenylmethoxy-6-(phenylmethoxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[d][1,3]oxazol-5-yl]oxy]-3-acetyl-2,2-dimethyl-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-7-yl]oxy]-2,2-dimethyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,6,7,7a-tetrahydro-3aH-pyrano[3,4-d][1,3]oxazol-3-yl]ethanone
  参考文献：
  名称：

  Synthesis of demethylallosamidin, a yeast chitinase inhibitor; use of disaccharide glycosyl donor carrying novel neighboring group

  摘要：

  In the synthesis of novel pseudotrisaccharide called demethylallosamidin, a thioglycoside carrying the 2-acetamido group served as an efficient glycosyl donor through undergoing specific N,O-isopropylidenation at the 2- and 3-positions which prohibits oxazoline ring formation during the glycosidation reaction.

  DOI：

  10.1016/s0040-4039(00)73136-4