151094-81-4Relevant articles and documents
A general and efficient solid phase synthesis of quinazoline-2,4-diones
Gordeev, Mikhail F.,Hui, Hon C.,Gordon, Eric M.,Patel, Dinesh V.
, p. 1729 - 1732 (1997)
An efficient solid phase synthesis of chiral quinazolinediones is described. Immobilized amino acid based urea derivatives 3 undergo a racemization-free heterocyclization upon gentle healing in presence of tetramethylguanidine to afford fused pyrimidine-2,4-diones 6, which are smoothly N1-alkylated under mild conditions to produce immobilized quinazolinediones 8. The method is amenable to combinatorial synthesis and offers broad scope for structural and chemical diversity, as illustrated by preparation of fused thieno[2,3-d]pyrimidine-2,4-dione 10 and hydroxamate pharmacophore bearing quinazolinedione derivative 11.
Solid phase synthesis of chiral 3-substituted quinazoline-2,4-diones
Gouilleux, Laurent,Fehrentz, Jean-Alain,Winternitz,Martinez, Jean
, p. 7031 - 7034 (2007/10/03)
The synthesis of chiral 3-substituted quinazoline-2,4-diones was performed starting from N-urethane anthranilamides. This synthetic pathway was applied in solid phase, from commercially available anthranilic acid that was bound to hydroxymethyl polystyrene resin via a carbamate linker. In both cases, cyclisation occurred under basic conditions to afford non-racemized quinazolinediones in high purity.
