guanosine 5'-phosphoimidazolide synthesis

Yield:-

Reaction Conditions:

with 2,2'-dipyridyldisulphide;triphenylphosphine

Steps:

1.) Weigh 5g of guanosine, disperse it in 50mL of DMF, ice-bath to make the internal temperature of the reaction solution lower than 10°C, add 1.2eq of TBSCl in two batches, and monitor the reaction by HPLC When the raw material is less than or equal to 5%, add 100 mL of water after the reaction to separate out the product, filter and wash the filter cake; dissolve 2 g of the filter cake in 10 ml of trimethyl phosphate, cool the reaction solution to 0°C, and slowly dropwise add 1.2 eq of trimethyl phosphate. Phosphorus oxychloride, reacted at low temperature for 4 hours, quenched the reaction by adding 2M ammonium acetate solution, purified by reverse phase chromatography to obtain the target compound f, the obtained compound f with 1eq of triphenylphosphine, 2eq of dithiodipyridine, 4eq of The imidazole was fully reacted, and the reaction solution was added to a 4M sodium perchlorate acetone solution to separate out, and the filter cake was fully washed with acetone to obtain the target compound g;

References:

CN114853836,2022,A Location in patent:Paragraph 0051; 0054-0055