Potassium Hydroxide → HCID 57629182, compound

Participants

Reaction Steps

2.75 g of ethyl 1-(9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1-silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-6-(cyclopentylamino)purin-2-yl)pyrazole-4-carboxylate prepared as described in Example 11A and 0.5 g KOH were stirred in 50 mL of ethanol at room temperature overnight. In the morning the mixture was refluxed for 1.5 hours. After reflux, the product was concentrated and the residue dissolved in 30 mL of water and acidified to a pH of 2.0 using a 2N aqueous HCl solution. The product was then extracted with ethyl acetate and the combined organic layers were dried over Na2SO4. The solvent was removed by evaporation and the product purified using a graduated, 2:3 to 3:2 ethyl acetate/hexane column to provide 1-(9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1-silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-6-(cyclopentylamino)purin-2-yl)pyrazole-4-carboxylic acid.

Provenance & Evidence