Sodium Cyanoborohydride Reduction of (Benzyloxycarbonyl)- and (tert-Butoxycarbonyl)hydrazones

Abstract
(Benzyloxycarbonyl)- and (tert-butoxycarbonyl)hydrazones are easily reduced by sodium cyanoborohydride in acidic medium. The method is an alternative to catalytic hydrogenation and allows ready access to both N-benzyloxycarbonyl and N-tert-butoxycarbonyl protected N′ -alkyl- and N′-arylmethylhydrazines. The products can be isolated as the solid, stable cyanoborane adducts.

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