Abstract
Reactions of monosaccharides with 3-(4-aminophenyl) 6-bromo-2-methyl-4(3H)-quinazolinone (6) and 3-(2-aminophenyl)-6,8-dibromo-2-methyl-4(3H)-quinazolinone (7) gave stereoselectively beta -N-glycosides 8 and 9, respectively in good yields. Acetylation of 8 and 9 gave the corresponding acetyl derivatives 10 and 11 in very good yields. However 10b and 11b could be directly obtained from reaction of 6 and 7 with alpha -acetobromoglucose. Deacetylation of 10b and 11b using sodium methoxide followed by ion-exchange resin treatment afforded 8b and 9b in a crystalline form.