Synthesis of 6-Aziridineyl and 6-Triazol-yl of D- Glucitol Derivatives
Abstract
1,3 : 2,4 - Di - 0 -ethylidene - 5 -O - tosyl - 6 - ( 2 - cyano -1- aziridineyl ) -6- deoxy-¬D- glucitol (4) , 6- ( 2- acetate -1- aziridineyl ) derivative ( 5 ) and 6- ( 4- bromo methyl - 1,2,3- triazol -1-y1 ) ( 6 ) and the isomer ( 5- bromo methyl -1,2,3 - triazol-1-y1 ) derivative ( 7 ) were prepared from the mono tosylate mono azido derivative ( 3 ).Compound ( 3 ) underwent 1,3 - dipolar cycloaddition reactions with acrylonitrile and vinylacetate to give, the aziridine derivatives ( 4 ) and ( 5 ) via triazoline themolysis respectively, and with proprgyl bromide gave mixtuyre 1,2,3- triazol derivatives ( 6 ) and isomer ( 7 ).
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