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Synthesis 1991; 1991(7): 536-539
DOI: 10.1055/s-1991-26511
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Sodium Cyanoborohydride Reduction of (Benzyloxycarbonyl)- and (tert-Butoxycarbonyl)hydrazones

Raffaele Calabretta* , Carlo Gallina, Cesare Giordano
  • *C.N.R. Centro di Chimica del Farmaco, Università La Sapienza, P.le A. Moro 5, I-00185 Rome, Italy
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Publication Date:
29 April 2002 (online)

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(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.