反应详情

温度

157.5 °C

2,2′-Anhydro-5-methyluridine (195 g, 0.81 M), tris(2-methoxyethyl)boarate (231 g, 0.98 M) and 2-methoxyethanol (1.2 L) are added to a 2 L stainless steel pressure vessel and placed in a pre-heated oil bath at 160° C. After heating for 48 hours at 155-160° C., the vessel is opened and the solution evaporated to dryness and triturated with MeOH (200 mL). The residue is suspended in hot acetone (1 L). The insoluble salts are filtered, washed with acetone (150 mL) and the filtrate evaporated. The residue (280 g) is dissolved in CH3CN (600 mL) and evaporated. A silica gel column (3 kg) is packed in CH2Cl2/acetone/MeOH (20:5:3) containing 0.5% Et3NH. The residue is dissolved in CH2Cl2 (250 mL) and adsorbed onto silica (150 g) prior to loading onto the column. The product is eluted with the packing solvent to give 160 g (63%) of product.

1. customplaced in a pre-heated oil bath at 160° C
2. customthe solution evaporated to dryness
3. customtriturated with MeOH (200 mL)
4. filtrationThe insoluble salts are filtered
5. washwashed with acetone (150 mL)
6. customthe filtrate evaporated
7. dissolutionThe residue (280 g) is dissolved in CH3CN (600 mL)
8. customevaporated
9. additioncontaining 0.5% Et3NH
10. dissolutionThe residue is dissolved in CH2Cl2 (250 mL)
11. washThe product is eluted with the packing solvent