methyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-glucopyranoside | 97058-69-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-glucopyranoside
• 英文别名: Methyl-6--triacetyl-α-D-glucopyranosid
• CAS: 97058-69-0
• 化学式: C₂₇H₃₈O₁₈
• 分子量: 650.588
• InChiKey: PGJHXPDHJYQJOE-XYCYHOOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  221.02
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-O-trityl-α-D-glucopyranoside 、 3,4,6-tri-O-acetyl-1,2-O-(exo-cyanethylidene)-β-D-mannopyranose 在 Cl⁽³⁾HO₄ 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 methyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Reactivity of sugar trityl ethers in trityl?cyanoalkylidene condensation

  摘要：

  The reactivity of a series of primary and secondary sugar trityl ethers in trityl-cyanoalkylidene condensation has been determined. It was found that the stereoselectivity of glycosylation by this method does not directly depend on the reactivity of the trityl ethers. Based on the results obtained, a stepwise mechanism rather than a concerted mechanism has been chosen as the most probable.

  DOI：

  10.1007/bf00699016