Phosphate → HCID 9819016, compound

Participants

Reaction Steps

To a solution of 4.70 g of 4-nitro-benzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-2-yl)-1-methyl-1-carbapen-2-em-3-carboxylate in 90 ml of THF and 50 ml of 1/15 M phosphate buffer (pH 6.8) was added 7.0 g of 10% Pd-C. The reactor was purged with hydrogen, and the reaction mixture was stirred at room temperature for 4 hours. The catalyst was removed by filtration with Celite, and washed with 300 ml of water and 50 ml of THF. The filtrate was diluted with 200 ml of ethyl acetate and washed with water. The aqueous layer was separated from the filtrate, and concentrated under reduced pressure to a volume of about 300 ml, which was purified by column chromatography on DIAION HP-20. The fraction containing the aimed product was concentrated under reduced pressure, crystallized from 12 ml of water to give 656 mg of the title compound.

Provenance & Evidence