methyl-α-L-rhamnofuranoside | 50705-54-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl-α-L-rhamnofuranoside
• 英文别名: Methyl-α-L-rhamnofuranosid；(2S,3S,4R,5R)-2-[(1S)-1-hydroxyethyl]-5-methoxyoxolane-3,4-diol
• CAS: 50705-54-9
• 化学式: C₇H₁₄O₅
• 分子量: 178.185
• InChiKey: AYTNZNQTOUCWMA-NEVCITSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 L-鼠李糖 在 盐酸 作用下， 生成 methyl-α-L-rhamnofuranoside 、 (2S,3R,4R,5R,6S)-2-Methoxy-6-methyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Augestad; Berner, Acta Chemica Scandinavica (1947), 1956, vol. 10, p. 911,912

  摘要：

  DOI：

文献信息

• HPLC Analysis of the Product Distribution in the Iodine-Catalyzed Methyl Glycosidation of Pentoses and 6-Deoxyhexoses
  作者：Gyöngyi Gyémánt、András Lipták

  DOI：10.1080/07328309808002897

  日期：1998.4

  The product distribution of the iodine-catalyzed methyl glycosidation of four pentoses (D-ribose, D-arabinose, D-xylose, and D-lyxose) and two 6-deoxyhexoses (L-rhamnose, and D-fucose) was studied by HPLC using an APS column (dihydrogen sulphate form) with different acetonitrile-water mobile phases. In agreement with earlier results, a temperature dependent on-column isomerization was observed for all the investigated aldoses, except for ribose. The first-eluted furanosides were followed by pyranosides, and the free sugars were eluted last with the highest retention volumes.