methyl 4-O-methanesulfonyl-6-deoxy-α-D-mannopyranoside | 28528-66-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-O-methanesulfonyl-6-deoxy-α-D-mannopyranoside
• CAS: 28528-66-7
• 化学式: C₈H₁₆O₇S
• 分子量: 256.277
• InChiKey: ICTOEPUMAXSCFD-CBQIKETKSA-N

物化性质

• 沸点：
  460.7±45.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.56
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  102.29
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 4-O-methanesulfonyl-6-deoxy-α-D-mannopyranoside 在 sodium azide 、 dicyclohexano-15-crown-5 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到甲基 4-叠氮基-4,6-二脱氧吡喃甘露糖苷
  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