(S)-[1-[[[[4-[[[4,5-Bis(phenylmethoxy)-2-pyridinyl]carbonyl]amino]-2,3-dioxo-1-piperazinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester → (S)-N-[4-[[[(3-Amino-2-oxo-1-azetidinyl)carbonyl]amino]sulfonyl]-2,3-dioxo-1-piperazinyl]-1,4-dihydro-5-hydroxy-4-oxo-2-pyridinecarboxamide

Participants

Reaction Steps

To a solution of (S)-[1-[[[[4-[[[4,5-bis(phenylmethoxy)-2-pyridinyl]carbonyl]amino]-2,3-dioxo-1-piperazinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester (1.54 g, 2 mmol) in 30 ml of dimethylformamide was added 0.77 g of palladium on charcoal, and the mixture was hydrogenolyzed for 45 minutes. The catalyst was removed by filtration over Hyflo and the resulting solution was used for the next step without isolation of the title compound.

Provenance & Evidence