di-n-butyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phosphate | 82300-54-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: di-n-butyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phosphate
• 英文别名: Dibutyl(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phosphat；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-dibutoxyphosphoryloxyoxan-2-yl]methyl acetate
• CAS: 82300-54-7
• 化学式: C₂₂H₃₇O₁₃P
• 分子量: 540.502
• InChiKey: AGZWYWCROHCOLP-BDHVOXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  36
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2,3,4,6-四邻乙酰基-alpha-d-吡喃葡萄糖三氯乙酰胺 、 磷酸二丁酯 以 二氯甲烷 为溶剂， 反应 3.0h， 以69%的产率得到di-n-butyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phosphate
  参考文献：
  名称：

  α- and β-d-glucopyranosyl phosphates from 0-α-D-glucoypyranosyl trichloroacetimidates

  摘要：

  DOI：

  10.1016/s0040-4039(00)86843-4

文献信息

• Methyltrioxorhenium catalyzed domino epoxidation-nucleophilic ring opening of glycals
  作者：Gianluca Soldaini、Francesca Cardona、Andrea Goti

  DOI：10.1016/s0040-4039(03)01386-8

  日期：2003.7

  The use of catalytic methylrhenium trioxide (MTO) and urea hydrogen peroxide in room temperature ionic liquid for the hydroxyglycosylation with glycals in a domino fashion is reported. Excellent conversions and good selectivities for the epoxidation reaction were observed. Application to the synthesis of glycosylphosphates, good glycosyl donors, has been studied. (C) 2003 Elsevier Ltd. All rights reserved.
• Catalytic Oxidation−Phosphorylation of Glycals:  Rate Acceleration and Enhancement of Selectivity with Added Nitrogen Ligands in Common Organic Solvents
  作者：Gianluca Soldaini、Francesca Cardona、Andrea Goti

  DOI：10.1021/ol047417k

  日期：2005.2.1

  [GRAPHICS]The first general catalytic oxidation of glycals has been developed to afford useful glycosyl phosphates in high yield and selectivity in a domino process with the use of catalytic methyltrioxorhenium, urea hydrogen peroxide, stoichiometric dibutyl phosphate as nucleophile, and a substoichiometric amount of nitrogen ligands, such as pyridine or imidazole, in organic solvents.
• Schmidt, Richard R.; Stumpp, Michael, Liebigs Annalen der Chemie, 1984, # 4, p. 680 - 691
  作者：Schmidt, Richard R.、Stumpp, Michael

  DOI：——

  日期：——