Methane → HCID 9849953, compound

Participants

Reaction Conditions

Reaction Steps

0.1 g of 10% palladinised charcoal is added to a solution of 0.35 g of benzyl 2-{3-{3-{2-[(2R,4R)-4-tert-butoxycarbonyl-2-(2-fluorophenyl)-3-thiazolidinyl]-2-oxoethyl}ureido}phenyl}propionate (B form) in 40 cm3 of ethyl acetate. The suspension is stirred for 48 hours at a temperature in the vicinity of 25° C. under a hydrogen atmosphere (100 kPa). The catalyst is then separated by filtration and the filtrate is concentrated to dryness under reduced pressure at 40° C. The residue obtained is dissolved in 10 cm3 of 0.1N aqueous sodium hydroxide solution and washed with 2 times 10 cm3 of ethyl ether. The aqueous phase is brought to a pH of 2 by addition of a 1N aqueous sulphuric acid solution. The product precipitated is separated by filtration, is washed with 2 times 10 cm3 of water and dried in air. 0.12 g of 2-{3-{3-{2-[(2R,4R)-4-tert-butoxycarbonyl-2-(2-fluorophenyl)-3-thiazolidinyl]-2-oxoethyl}ureido}-phenyl}propionic acid (B form), melting at 126° C., is thus obtained.

Provenance & Evidence