N.M.R. STUDIES OF D-RIBOSYLAMINES IN SOLUTION: DERIVATIVES OF PRIMARY AMINES

Article abstract of DOI:10.1016/0008-6215(83)88214-7

N.m.r. spectroscopy (1H, 13C) has been used to show that primary amines condense with D-ribose to give mainly D-ribopyranosylamines in which the α anomer in the ¹C₄ conformation preponderates; the β anomer assumes mainly the ⁴C₁ conformation.Thus, it is possible to deduce the structures of N-phenyl-D-ribosylamines and to correlate some of the literature data.For 2,3-O-isopropylidene-D-ribofuranosylamine derivatives, the Δδ values for 13C-n.m.r. signals of the isopropylidene methyl groups can be used to establish the anomeric configuration.