phenyl 2-deoxy-α-D-arabino-hexopyranoside | 3650-56-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2-deoxy-α-D-arabino-hexopyranoside
• 英文别名: Phenyl-2-deoxy-α-D-arabino-hexopyranosid；Phenyl-2-desoxy-α-D-glucopyranosid；Phenyl-2-desoxy-α-D-glucosid；phenyl-(α-D-arabino-2-deoxy-hexopyranoside)；Phenyl-(α-D-arabino-2-desoxy-hexopyranosid)；(2R,3S,4R,6R)-2-(hydroxymethyl)-6-phenoxy-tetrahydropyran-3,4-diol；(2R,3S,4R,6R)-2-(hydroxymethyl)-6-phenoxyoxane-3,4-diol
• CAS: 3650-56-4
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: NAFPJWKRAKMZAQ-WYUUTHIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  phenyl-(tri-O-acetyl-α-D-arabino-2-deoxy-hexopyranoside) 在 甲醇 、 sodium methylate 作用下， 生成 phenyl 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。
• Helferich; Iloff, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1933, vol. 221, p. 252,253, 254
  作者：Helferich、Iloff

  DOI：——

  日期：——