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Reaction of 6-substituted 3-amino-2-phenyl-4(3H)-quinazolinones with D-ribose and L-arabinose

Abdel-Megeed, Mohamed F., Saleh, Mohamed A., Abdo, Mohamed A. and El-Hiti, Gamal A. 1995. Reaction of 6-substituted 3-amino-2-phenyl-4(3H)-quinazolinones with D-ribose and L-arabinose. Collection of Czechoslovak Chemical Communications 60 , pp. 1016-1025. 10.1135/cccc19951016

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Abstract

Condensation of 3-amino-2-phenyl-4(3H)-quinazolinone (la) and 3-amino-6-bromo-2-phenyl-4(3H)-quinazolinone (Ib) with D-ribose and L-arabinose in boiling methanol gave the corresponding N-glycosides IIa, IlIa, lIb and IIIb. Acetylation of compounds II and III, followed by Zemplen's deacetylation, afforded the W-acetyl derivatives VIa, Vlb, VIIa and VIIb. According to their NMR spectra in solution, the N-ribosides exist as B-pyranosides in the 4C1 (D) conformation whereas the n-arabinosides are a-pyranosides in the 4C1 (L) conformation.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
ISSN: 0010-0765
Last Modified: 19 Mar 2016 22:25
URI: http://orca.cf.ac.uk/id/eprint/15620

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