Methanesulfonic Acid → 7-Amino-2-benzhydryloxycarbonyl-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene

Participants

Reaction Steps

Methanesulphonic acid (37.7 cc) is added, in 5 minutes, to a solution of 2-benzhydryloxycarbonyl-7-t-butoxycarbonylamino-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (37.22 g) in acetonitrile (372 cc). The mixture is stirred for 5 minutes and the reaction solution is then added to a mixture of saturated sodium bicarbonate solution (870 cc), distilled water (1740 cc) and methylene chloride (580 cc). The batch is stirred for 10 minutes and the precipitate is filtered off and washed with distilled water (4×100 cc). The product is dried and 7-amino-2-benzhydryloxycarbonyl-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (27.66 g) is obtained in the form of a pale yellow crystalline powder.

Provenance & Evidence