phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-3)-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside | 210295-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-3)-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside
• 英文别名: Man2Ac3Ac4Ac6Ac(a1-2)Man3Ac4Ac6Ac(a1-2)Man3Ac4Ac6Ac(a1-3)[Bn(-2)][Bn(-4)]Man(a)-SPh；[(2R,3R,4S,5S,6R)-3,4-diacetyloxy-5-[(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2R,3R,4S,5S,6R)-2-(hydroxymethyl)-3,5-bis(phenylmethoxy)-6-phenylsulfanyloxan-4-yl]oxyoxan-2-yl]methyl acetate
• CAS: 210295-26-4
• 化学式: C₆₄H₇₈O₃₀S
• 分子量: 1359.37
• InChiKey: VTVWDHONEPIIMB-FVWQSGTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  95
• 可旋转键数：
  38
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  392
• 氢给体数：
  1
• 氢受体数：
  31

反应信息

• 作为产物：
  描述：

  Man2Ac3Ac4Ac6Ac(a1-2)Man3Ac4Ac6Ac(a1-2)Man3Ac4Ac6Ac(a)-O-C(NH)CCl3 在 三氟甲磺酸 、 碳酸氢钠 、 硫脲 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1-3)-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside
  参考文献：
  名称：

  A Short, Efficient Synthesis of the Octamannan Residue of High Mannose Type Sugar Chains

  摘要：

  An efficient route for the synthesis of octamannan 1, found in high mannose type sugar chains, is described. To construct octasaccharide 1 by as few synthetic steps as possible, we employed a chemoenzymatic strategy: the enzymatic synthesis of oligosaccharide blocks using glycosidases followed by chemical coupling to form a branched structure. By use of this methodology, many synthetic steps were eliminated and 1 was easily synthesized.

  DOI：

  10.1080/07328309808001897