beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate synthesis
- Product Name:beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
- CAS Number:6974-32-9
- Molecular formula:C28H24O9
- Molecular Weight:504.48
Yield:6974-32-9 92.1%
Reaction Conditions:
with pyridine at 40;Cooling with ice;
Steps:
1
The synthesis of compound v: The compound iv (2.73mmol) was dissolved in 5ml dry pyridine, and the solution was slowly added dropwise with acetic anhydride (0.0276mol) in an ice water bath, then stirred for 30 minutes. Then, the ice water bath was removed, and the solution was stirred at a room temperature for 7 hours, and then heated up to 40°C. This temperature was kept for an hour. The solution was added with 6.5g broken ice and then stirred until the broken ice was melted. The reaction solution was poured into 13 ml ice water and extracted with chloroform. The organic layer was washed sequentially with ice water, pre-cooled sulfuric acid (3mol/L) and saturated sodium bicarbonate until the water layer shows weak alkaline, then washed with ice water until the water layer shows neutral, dried over anhydrous sodium sulfate for more than 4 hours, and then drawn off under a reduced pressure, so as to obtain the light yellow syrup-like compound v (92.1%). 1H NMR(CDCl3) δppm: 7.30～8.10 (m, 15H, OBz), 6.43 (s, 1H, H-1), 5.90 (m, 1H, H-3), 5.80 (d, 1H, H-2), 4.50～4.80 (m, 2H, H-5), 2.00 (s, 3H, CH3COO-).
References:
EP2177527,2010,A1 Location in patent:Page/Page column 11
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