1-((2R,4aR,6S,6aR,9aS,9bS)-6-(((3aR,4S,6R,7S,7aS)-3-acetyl-2,2-dimethyl-4-(phenylthio)-6-((trityloxy)methyl)hexahydro-4H-pyrano[3,4-d]oxazol-7-yl)oxy)-8,8-dimethyl-2-phenylhexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-7(8H)-yl)ethan-1-one | 158226-45-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-((2R,4aR,6S,6aR,9aS,9bS)-6-(((3aR,4S,6R,7S,7aS)-3-acetyl-2,2-dimethyl-4-(phenylthio)-6-((trityloxy)methyl)hexahydro-4H-pyrano[3,4-d]oxazol-7-yl)oxy)-8,8-dimethyl-2-phenylhexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-7(8H)-yl)ethan-1-one
• CAS: 158226-45-0
• 化学式: C₅₄H₅₈N₂O₁₀S
• 分子量: 927.128
• InChiKey: NZGFFBAAAPIQND-DDFLNCKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.44
• 重原子数：
  67.0
• 可旋转键数：
  11.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  114.46
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-((2R,4aR,6S,6aR,9aS,9bS)-6-(((3aR,4S,6R,7S,7aS)-3-acetyl-2,2-dimethyl-4-(phenylthio)-6-((trityloxy)methyl)hexahydro-4H-pyrano[3,4-d]oxazol-7-yl)oxy)-8,8-dimethyl-2-phenylhexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-7(8H)-yl)ethan-1-one 在 盐酸 、 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 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.5h， 生成
  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：

  2-甲氧基丙烯 、 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 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.0h， 生成 1-((2R,4aR,6S,6aR,9aS,9bS)-6-(((3aR,4S,6R,7S,7aS)-3-acetyl-2,2-dimethyl-4-(phenylthio)-6-((trityloxy)methyl)hexahydro-4H-pyrano[3,4-d]oxazol-7-yl)oxy)-8,8-dimethyl-2-phenylhexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-7(8H)-yl)ethan-1-one
  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