๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

A general and efficient solid phase synthesis of quinazoline-2,4-diones

โœ Scribed by Mikhail F Gordeev; Hon C Hui; Eric M Gordon; Dinesh V Patel

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
252 KB
Volume
38
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

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 under mild conditions to produce immobilized quinazolinediones 8. The method is amenable to combinatorial synthesis and offers broad scope for ~al and chemical diversity, as illustrated by preparation of fused thieno [2,3-d]pyrimidinc-2,4-dione I 0 and hydroxamate pharmacophore bearing quinazolinedione derivative 11.

๐Ÿ“œ SIMILAR VOLUMES

Efficient solid-phase synthesis of quina
Efficient solid-phase synthesis of quinazoline-2,4-diones with various substituents on aromatic rings
โœ Tatsuya Okuzumi; Eiji Nakanishi; Takashi Tsuji; Shingo Makino ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 200 KB

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

ChemInform Abstract: Solid-Phase Synthes
ChemInform Abstract: Solid-Phase Synthesis of Chiral 3-Substituted Quinazoline-2,4-diones.
โœ L. GOUILLEUX; J.-A. FEHRENTZ; F. WINTERNITZ; J. MARTINEZ ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 29 KB ๐Ÿ‘ 1 views

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.

Efficient solid-phase synthesis of quina
Efficient solid-phase synthesis of quinazoline-2-thioxo-4-ones with SynPhaseโ„ข lanterns
โœ Shingo Makino; Nobuyasu Suzuki; Eiji Nakanishi; Takashi Tsuji ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 74 KB

We wish to report the efficient solid-phase synthesis of diverse quinazoline-2-thioxo-4-ones using SynPhaseโ„ข lanterns as solid supports. Although target compounds were obtained only with low purity using Wang resin, lanterns derivatized with long chain hydroxymethyl phenoxy linkers successfully gave