1-naphthyl 2-deoxy-α-D-arabino-hexopyranoside | 109084-89-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-naphthyl 2-deoxy-α-D-arabino-hexopyranoside
• 英文别名: [1]naphthyl-(α-D-arabino-2-deoxy-hexopyranoside)；[1]Naphthyl-(α-D-arabino-2-desoxy-hexopyranosid)；(2R,3S,4R,6R)-2-(hydroxymethyl)-6-naphthalen-1-yloxyoxane-3,4-diol
• CAS: 109084-89-1
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: DHEXGPMEOZSRDU-OJLVUWQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-arabinohexopyranose 在 甲醇 、 sodium methylate 、 zinc(II) chloride 作用下， 生成 1-naphthyl 2-deoxy-α-D-arabino-hexopyranoside
  参考文献：
  名称：

  926. The preparation and properties of aryl 2-deozy-α-D-glucopyranosides

  摘要：

  DOI：

  10.1039/jr9570004612

文献信息

• Synthesis of aryl-2-deoxy-d-lyxo/arabino-hexopyranosides from 2-deoxy-1-thioglycosides
  作者：Somak Paul、Narayanaswamy Jayaraman

  DOI：10.1016/j.carres.2007.02.030

  日期：2007.7

  of aryl 2-deoxy-D-glycopyranosides from 2-deoxy-1-thioglycosides is reported. The alpha-anomers form as the major product when thioglycosides react with differently substituted phenols and naphthols, in the presence of N-iodosuccinimide/triflic acid. On the other hand, reaction of the thioglycosides with bromine initially, followed by reaction with aryloxy anions lead to aryl 2-deoxy-beta-D-glycosides

  据报道由2-脱氧-1-硫代糖苷合成芳基2-脱氧-D-吡喃葡萄糖苷的任一异构体。在N-碘代琥珀酰亚胺/三氟甲磺酸存在下，当硫糖苷与不同取代的酚和萘酚反应时，α-端基异构体形成为主要产物。另一方面，首先使硫代糖苷与溴反应，然后与芳氧基阴离子反应，得到具有高特异性的芳基2-脱氧-β-D-糖苷。
• 926. The preparation and properties of aryl 2-deozy-α-<scp>D</scp>-glucopyranosides
  作者：F. Shafizadeh、M. Stacey

  DOI：10.1039/jr9570004612

  日期：——