Tetrahydrofuran → methyl N-[(4'-{[(5-ethyl-4-hydroxy-3-methyl-1-benzofuran-2-yl)carbonyl]amino}-1,1'-biphenyl-4-yl)sulfonyl)-L-valinate

Participants

Reaction Steps

To 0.1 g (0.15 mmol) of methyl N-{[4′-({[4-(benzyloxy)-5-ethyl-3-methyl-1-benzofuran-2-yl]carbonyl}amino)-1,1′-biphenyl-4-yl]sulfonyl}-L-valinate from Example 89, dissolved in 20 mL of methanol and 10 mL of THF was added 0.2 g of 10% palladium on active carbon and the mixture was hydrogenated in a Parr hydrogenator at 40 psi for 4 hours. The reaction mixture was then filtered through celite and the celite pad was washed with with methanol. The filtrate was concentrated in vacuo to provide 0.11 g of methyl N-[(4′-{[(5-ethyl-4-hydroxy-3-methyl-1-benzofuran-2-yl)carbonyl]amino}-1,1′-biphenyl-4-yl)sulfonyl]-L-valinate. Yield ˜100%, m.p. 75-80° C. MS: 565.2 (M+H)+.

Provenance & Evidence