Acetic Acid → HCID 131722925, compound

Participants

Reaction Steps

To a solution of 848.8 mg of 848.8 mg of 4-nitrobenzyl (5R,6S)-2-(7-t-butyldimethylsilyloxymethylimidazo[5,1-b]thiazol-3-yl)-6-((1R)-1-hydroxyethyl)-1-carbapen-2-em-3-carboxylate in 20 ml of THF was added 1.22 ml of acetic acid and 7.1 ml of a 1 M solution of tetra-n-butylammonium fluoride in THF, and the mixture was stirred at room temperature for 2.5 hours. After neutralizing the mixture with a saturated aqueous sodium hydrogen carbonate solution, it was extracted two times with ethyl acetate, washed with semi-saturated aqueous saline, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by column chromatography on silica gel (ethyl acetate:methanol=9:1) to give 324.3 mg of 4-nitrobenzyl (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(7-hydroxymethylimidazo[5,1-b]thiazol-3-yl)-1-carbapen-2-em-3-carboxylate.

Provenance & Evidence