Hydrochloric Acid → HCID 57829572, compound

Participants

Reaction Steps

Compound (3S)-3-(2,6-difluorophenyl)-3-[({(2S)-3-[(2′-fluorobiphenyl-4-yl)sulfonyl]-1,3-thiazolidin-2-yl}carbonyl)amino]propyl N-(tert-butoxycarbonyl)-L-valinate (3.04 g, 4.13 mmol) was dissolved in DCM (33 mL) at 0 degree and 66 mL of 4M HCl in dioxane was added. The reaction was stirred at 0 degree for 1 h and at r.t. for 3 h. The solvent was evaporated and the residue redissolved in DCM and washed with 10% NaHCO3 and brine. The organic layer was dried over MgSO4 and evaporated to give a white foam. The foam was redissolved in THF and 1 eq of methanesulfonic acid (345 mg) was added, the precipitate was filtered and dried to give the desired product (3S)-3-(2,6-difluorophenyl)-3-[({(2S)-3-[(2′-fluorobiphenyl-4-yl)sulfonyl]-1,3-thiazolidin-2-yl}carbonyl)amino]propyl L-valinate as a white solid (2.53 g, 83.7% yield).

Provenance & Evidence