Synthesis of capreomycidine and epicapreomycidine, the epimers of α-(2-iminohexahydropyrimid-4-yl)glycine

1 January 1971

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic

p. 3040-3047
https://doi.org/10.1039/j39710003040

Abstract

Capreomycidine (II) and epicapreomycidine (VIII) have been synthesised by hydrogenation and hydrolysis of 2-amino-4-(α-methoxycarbonyl-α-hydroxyimino)methylpyrimidine (VII; R = CO₂Me, R¹= H). A similar sequence of reactions with the 6-methoxy- or 6-hydroxy-analogues failed to yield viomycidine.

Keywords

EPIMERS
EPICAPREOMYCIDINE
HYDROXYIMINO
HYDROLYSIS
GLYCINE
VIII
VIOMYCIDINE

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