1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(hydrogen dimethylphosphoramidite) | 929637-70-7

• 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-(hydrogen dimethylphosphoramidite)
• CAS: 929637-70-7
• 化学式: C₁₄H₂₆NO₇P
• 分子量: 351.337
• InChiKey: TVAXBVFRQAEQDC-RMPHRYRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  75.69
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(hydrogen dimethylphosphoramidite) 在 sulfur 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成
  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：

  4-chloro-3-[5-[(ethylcarbamothioylhydrazinylidene)methyl]furan-2-yl]benzoic acid 、 双丙酮葡萄糖 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以28%的产率得到1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-(hydrogen dimethylphosphoramidite)
  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