Reaction of 6-Substituted 3-Amino-2-phenyl-4(3H)- Quinazolinones with D-Ribose and L-Arabinose

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Title:Reaction of 6-Substituted 3-Amino-2-phenyl-4(3H)- Quinazolinones with D-Ribose and L-Arabinose
Creators:
Abdel-Megeed, Mohamed F.
Saleh, Mohamed A.
Abdo, Mohamed A.
El-Hiti, Gamal A.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 6, pp. 1016-1025

Abstract

<p>Condensation of 3-amino-2-phenyl-4(<i>3H</i>)-quinazolinone <i>(Ia)</i> and 3-amino-6-bromo-2-phenyl-4(<i>3H</i>)-quinazolinone <i>(Ib)</i> with D-ribose and L-arabinose in boiling methanol gave the corresponding <i>N</i>-glycosides <i>IIa, IIIa, IIb</i> and <i>IIIb</i>. Acetylation of compounds <i>II</i> and <i>III</i>, followed by Zemplen's deacetylation, afforded the <i>N</i>-acetyl derivatives <i>VIa, VIb, VIIa</i> and <i>VIIb</i>. According to their NMR spectra in solution, the <i>N</i>-ribosides exist as β-pyranosides in the <sup>4</sup>C<sub>1</sub> (D) conformation whereas the <i>N</i>-arabinosides are α-pyranosides in the <sup>4</sup>C<sub>1</sub> (L) conformation.

Title:Reaction of 6-Substituted 3-Amino-2-phenyl-4(3H)- Quinazolinones with D-Ribose and L-Arabinose
Creators:
Abdel-Megeed, Mohamed F.
Saleh, Mohamed A.
Abdo, Mohamed A.
El-Hiti, Gamal A.
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:6
Page Range:pp. 1016-1025
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19951016UNSPECIFIED
ID Code:796
Item Type:Article
Deposited On:06 Feb 2009 17:04
Last Modified:06 Feb 2009 16:04

Citation

Abdel-Megeed, Mohamed F.; Saleh, Mohamed A.; Abdo, Mohamed A.; 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 (6). pp. 1016-1025. ISSN 0010-0765

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