Methyl 1-benzylazetidine-3-carboxylate → 1-Benzylazetidine-3-carboxylic acid

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Reaction Steps

The N-benzylazetidine-3-carboxylic acid methyl ester product is then hydrolyzed by treatment with hot, preferably boiling, water. The completion of hydrolysis is usually marked by the transformation of the initial oily, two-phase system into a homogeneous system, and normally requires about one hour. The water may be removed from the final mixture by evaporation, and the desired product, N-benzylazetidine-3-carboxylic acid, is readily isolated as a solid. Alternatively, if it is desired to proceed with the ultimate preparation of the deprotected azetidine-3-carboxylic acid, the major part of the water may be removed (e.g., by evaporation), and the crude, wet N-benzyl acid subjected to a conventional deprotection treatment, e.g., palladium catalyzed hydrogenolysis.

Provenance & Evidence