1,3-di-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-β-D-mannopyranoside | 1044594-36-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-di-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-β-D-mannopyranoside
• CAS: 1044594-36-6
• 化学式: C₁₇H₂₁N₃O₆
• 分子量: 363.37
• InChiKey: KGZPHURJNPUXPX-ZJGDRNRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  119.82
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  乙酸酐 、 methyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 以 硫酸 、 溶剂黄146 为溶剂， 反应 0.75h， 以95%的产率得到1,3-di-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of spacer-equipped di-, tri-, and the tetrasaccharide fragments of the deacetylated O-PS1 of Citrobacter gillenii O9a,9b, and a related pentasaccharide

  摘要：

  The title rhamnooligosaccharides [alpha-D-Rhap4NAc-(1 -> 3)-O(-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 2)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, and alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1-2)-(alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe] were synthesized in a stepwise fashion from 5-methoxycarbonylpentyl 4-azido-4, 6-dideoxy-2-O-benzyl-alpha-D-mannopyranoside and orthogonally protected 1-thioglycoside glycosyl donors. The amorphous, final products were fully characterized as corresponding per-O-acetyl derivatives. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2008.03.037