A convenient synthesis of novel N-glycosides of 3-(aminophenyl)-4(3H)-quinazolinone derivatives

Abdel-Megeed, Mohamed F., El-Hiti, Gamal A., Abdo, Mohamed A. and Saleh, Mohamed A. 2000. A convenient synthesis of novel N-glycosides of 3-(aminophenyl)-4(3H)-quinazolinone derivatives. Revue Roumaine de Chimie 45 (6) , pp. 545-553.

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Abstract

Reactions of monosaccharaides 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. Deactetylation of 10b and 11b using sodium methoxide followed by ion-exchange resin treatment afforded 8b and 9b in a crystalline form.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
ISSN:	0035-3930
Last Modified:	19 Mar 2016 22:26
URI:	https://orca.cardiff.ac.uk/id/eprint/16227

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