THE CONFIGURATION OF DEOXYSTREPTAMINE

Abstract
The nuclear magnetic resonance (n.m.r.) spectrum of 5-O-methyl-l,3-di-N-methyl-4,6-di-O-acetyldeoxystreptamine dihydrogenperchlorate requires the all-trans configuration since the signal for the equivalent ring hydrogens at the 4- and 6-positions is in the form of a triplet with a spacing of 10 c.p.s. This spacing requires these hydrogens to be axial and coupled with axial hydrogens at the neighboring 1-, 3-, and 5-positions.

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