phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside | 216758-65-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside
• CAS: 216758-65-5
• 化学式: C₆₀H₆₀O₁₀S
• 分子量: 973.196
• InChiKey: CONZSXKSLHOBPS-OPKHDWDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.29
• 重原子数：
  71.0
• 可旋转键数：
  21.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  92.3
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside 在 tin chloride dihydrate 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside
  参考文献：
  名称：

  A Synthetic Approach to the Glycan Chain of High Mannose Type N-Glycoprotein

  摘要：

  The syntheses of alpha-D-glucopyranose-(1-->3)-D-mannopyranose, methyl alpha-D-glucopyranose-(1-->3)-alpha-D-mannopyranoside and methyl alpha-D-glucopyranose-(1-->3)-alpha-D-mannopyranose-( 1--> 2)-alpha-D-mannopyranoside are reported. High stereoselectivity was observed during the coupling of glucose and mannose residues by the use of glucosyl trichloroacetimidate as donor.

  DOI：

  10.1080/07328309808001894
• 作为产物：
  描述：

  phenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside 在 四丁基碘化铵 、 sodium hydride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside
  参考文献：
  名称：

  A Synthetic Approach to the Glycan Chain of High Mannose Type N-Glycoprotein

  摘要：

  The syntheses of alpha-D-glucopyranose-(1-->3)-D-mannopyranose, methyl alpha-D-glucopyranose-(1-->3)-alpha-D-mannopyranoside and methyl alpha-D-glucopyranose-(1-->3)-alpha-D-mannopyranose-( 1--> 2)-alpha-D-mannopyranoside are reported. High stereoselectivity was observed during the coupling of glucose and mannose residues by the use of glucosyl trichloroacetimidate as donor.

  DOI：

  10.1080/07328309808001894