N.m.r. studies of d-ribosylamines in solution: Derivatives of primary amines☆

Abstract N.m.r. spectroscopy ( 1 H, 13 C) has been used to show that primary amines condense with d -ribose to give mainly d -ribopyranosylamines in which the α anomer in the 1 C 4 conformation preponderates; the β anomer assumes mainly the 4 C 1 conformation. Thus, it is possible to deduce the structures of the N -phenyl- d -ribosylamines and to correlate some of the literature data. For 2,3- O -isopropylidene- d -ribofuranosylamine derivatives, the Δδ values for the 13 C-n.m.r. signals of the isopropylidene methyl groups can be used to establish the anomeric configuration.

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