Solid-Phase Synthesis of Chiral 3-Substituted Quinazoline-2,4-diones. -A series of N-urethane precursors such as (I) or (III) are prepared and subjected to cyclization in the presence of base (DBU, NaOH or NEt3). The desired quinazolines are obtained in good to excellent yield without racemization.
Solid phase synthesis of chiral 3-substituted quinazoline-2,4-diones
โ Scribed by Laurent Gouilleux; Jean-Alain Fehrentz; F. Winternitz; Jean Martinez
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 213 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
An efficient solid phase synthesis of chiral quinazolinediones is described. Immobilized amino acid based urea derivatives 3 undergo a racemization-free heterocyclization upon gentle heating in presence of tetramethylguanidinc to afford fused pyrimidine-2,4-diones 6, which are smoothly NJ-alkylated
A new synthesis of a series of 3-amino-1H-quinazoline-2,4-diones is described. The 1H-quinazoline-2,4dione 10 was made starting with fluorobenzoic acid in three high yielding steps. The key step of this synthesis involved the generation of the dianion of urea 7 and the subsequent intramolecular nucl
We have developed a method for the solid-phase synthesis of quinazoline-2,4-diones with various substituents on the aromatic ring. Although there have been numerous reports of the solid-phase synthesis of quinazoline-2,4-diones, they were not applicable to the synthesis of the quinazoline-2,4-diones