Pyridine → N-((Phenylmethoxy)carbonyl)-L-serine methyl ester

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Reaction Steps

Mix L-serine methyl ester (6.6 mmol) and pyridine (60 mL). Add, by dropwise addition, benzyl chloroformate (7.3 mmol) and stir overnight. Remove excess pyridine in vacuo and dissolve the residue in a two-phase mixture of ethyl acetate/water. Separate the organic phase and extract the aqueous phase with additional ethyl acetate (2×). Wash the combined organic phases with water, then brine and dry (MgSO4). Evaporate the solvent in vacuo to give N -(benzyloxycarbonyl)-L-serine methyl ester.

Provenance & Evidence