1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(tetraethylphosphorodiamidite) | 3254-04-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(tetraethylphosphorodiamidite)
• 英文别名: 1,2;5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl tetraethylphosphorodiamidite；3-tetraethyldiamidophosphite-1,2:5,6-O-diisopropylidene-α-D-glucofuranose
• CAS: 3254-04-4
• 化学式: C₂₀H₃₉N₂O₆P
• 分子量: 434.513
• InChiKey: NFGWNNBCNNUUQL-UYTYNIKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.86
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(tetraethylphosphorodiamidite) 在 丙烯酸 作用下， 以 苯 为溶剂， 反应 10.5h， 以8.4%的产率得到1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(diethylammonium phosphite)
  参考文献：
  名称：

  New type phosphorous amides derived from protected monosaccharides

  摘要：

  Three synthetic routes to hydrogen phosphoramidites derived from protected hydrocarbons containing one free secondary hydroxy group are explored: phosphorylation with (diethylamido)phosphorous dichloride, acidolysis of tetraalkyldiamides derived from sugars, and phosphorylation with phosphorous tetra-alkyldiamides. The last route was found to be preferred. Some properties of the prepared dialkylamidoglycophosphites were studied: stability, phosphorylating activity, and behavior in oxidation reactions.

  DOI：

  10.1134/s1070363206040062
• 作为产物：
  描述：

  六乙基亚磷酸胺 、 双丙酮葡萄糖 反应 5.0h， 以79.5%的产率得到1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(tetraethylphosphorodiamidite)
  参考文献：
  名称：

  Complexes of Copper, Silver, and Molybdenum with Glucofuranose Phosphoramidites

  摘要：

  Complex formation of 1,2;5,6-di-O-isopropylidene-alpha-D-glucofuranos-3-yl phosphorodiamidite and bis(1,2;5,6-di-O-isopropylidene-alpha-D--lucofuranos-3-yl) phosphoramidite with copper(I) and silver bromides and molybdenum hexacarbonyl is carried out.

  DOI：

  10.1023/b:rugc.0000015980.82586.08