SYNTHESIS OF CHIRAL GLYCOLURILS FROM (<i>S</i>)-(+)- AND (<i>R</i>)-(-)-1-<i>sec</i>-BUTYL-3-METHYLUREA

Abstract

Chiral dialkyl- and tetraalkylglycolurils have been obtained using chiral (S)-(+)- and (R)-(-)-1-sec-butyl-3-methylurea as starting materials. The diastereomer (S)-(+)-2,6-di-sec-butyl-4,8-dimethyl-2,4,6,8-tetraazabicyclo[3.3.0]-octane-3,7-dione was separated into stereoisomers, for the higher melting of which the absolute configuration was determined as (S,S,S,S) by X-ray structural analysis.

Authors: R. G. Kostyanovsky, G. K. Kadorkina, I. S. Bushmarinov, K. A. Lyssenko, I. I. Chervin, and V. R. Kostyanovsky.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (5), pp 766-772

http://link.springer.com/article/10.1007/s10593-012-1055-6