Ethanolamine → 4-[(4-{3-[2-Cyano-3-(2-hydroxyethyl)guanidino]propoxy}phenyl)methyl]-3-(beta-d-glucopyranosyloxy)-5-isopropyl-1h-pyrazole

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-[(4-{3-[N′-(cyano)-S-(methyl)isothioureido]propoxy}phenyl)methyl]-5-isopropyl-1H-pyrazole (30 mg) in methanol (1 mL) was added 2-aminoethanol (0.5 mL), and the mixture was stirred at 50° C. overnight. After cooling to room temperature, to the reaction mixture was added sodium methoxide (28% methanol solution, 0.02 mL), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the residue was purified by solid phase extraction on ODS (washing solvent: distilled water, eluent: methanol) to give the title compound (15 mg).

Provenance & Evidence