O-β-D-mannopyranosyl-(1<*>4)-α-D-glucopyranose | 145414-22-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-β-D-mannopyranosyl-(1<*>4)-α-D-glucopyranose
• 英文别名: Man(b1-4)a-Glc；(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• CAS: 145414-22-8
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: GUBGYTABKSRVRQ-AMQKVZBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  O-(4,6-di-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-1,2,3,6-tetra-O-acetyl-D-glucopyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 O-β-D-mannopyranosyl-(1<*>4)-β-D-glucopyranose 、 O-β-D-mannopyranosyl-(1<*>4)-α-D-glucopyranose
  参考文献：
  名称：

  Synthetic Studies on Oligosaccharide of a Glycolipid from the Spermatozoa of Bivalves. VII. The Synthesis of Di-, Tri-, Tetrasaccharides Related to Glycosphinogolipid.

  摘要：

  构成脂质 IV 部分结构（1）的三种寡糖合成如下。二糖 O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (13)，三糖 O-α-D-mannopyranosyl-(1→3)-O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (21)、和四糖 O-α-D-吡喃甘露糖基-(1→3)-O-[β-D-吡喃木糖基-(1→2)]-O-β-D-吡喃甘露糖基-(1→4)-D-吡喃葡萄糖（25）都是通过逐步缩合适当保护的单糖单元合成的。1，6-脱水-D-吡喃葡萄糖衍生物用作糖基受体，D-甘露糖和 D-木糖的溴化物衍生物用作供体。

  DOI：

  10.1248/cpb.40.1930

文献信息

• Synthetic Studies on Oligosaccharide of a Glycolipid from the Spermatozoa of Bivalves. VII. The Synthesis of Di-, Tri-, Tetrasaccharides Related to Glycosphinogolipid.
  作者：Tadahiro TAKEDA、Noriyasu HADA、Yukio OGIHARA

  DOI：10.1248/cpb.40.1930

  日期：——

  The three kinds of oligosaccharides that constitute the partial structure of lipid IV (1) were synthesized as follows. The disaccharide O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (13), the trisaccharide O-α-D-mannopyranosyl-(1→3)-O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (21), and the tetrasaccharide O-α-D-mannopyranosyl-(1→3)-O-[β-D-xylopyranosyl-(1→2)]-O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (25) were each synthesized by stepwise condensation of suitably protected monosaccharide units. A 1, 6-anhydro-D-glucopyranose derivative was used as the glycosyl acceptor, and bromide derivatives of D-mannose and D-xylose as donors.

  构成脂质 IV 部分结构（1）的三种寡糖合成如下。二糖 O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (13)，三糖 O-α-D-mannopyranosyl-(1→3)-O-β-D-mannopyranosyl-(1→4)-D-glucopyranose (21)、和四糖 O-α-D-吡喃甘露糖基-(1→3)-O-[β-D-吡喃木糖基-(1→2)]-O-β-D-吡喃甘露糖基-(1→4)-D-吡喃葡萄糖（25）都是通过逐步缩合适当保护的单糖单元合成的。1，6-脱水-D-吡喃葡萄糖衍生物用作糖基受体，D-甘露糖和 D-木糖的溴化物衍生物用作供体。