Lithium Hydroxide → N-[[1,2,3,4-Tetrahydro-2-(mercaptomethyl)-2-naphthalenyl]carbonyl]-isoserine

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Reaction Steps

Dissolve N-[[1,2,3,4-tetrahydro-2-[(acetylthio)methyl]-2-naphthalenyl]carbonyl]-isoserine, benzyl ester (4.41 g, 10.0 mmol) in deoxygenated tetrahydrofuran (50 mL). To this solution add 1N LiOH (30 mL, 30.0 mmol) and stir under an atmosphere of argon for 4 hours. Concentrate the solution in vacuo then purify the residue by column chromatography (acetic acid:ethyl acetate:hexane) to give the title compound.

Provenance & Evidence