Design and Solid-Phase Parallel Synthesis of 2,4,5-Trisubstituted Thiazole Derivatives via Cyclization Reaction with a Carbamimidothioate Linker.
ACS Comb Sci
; 21(6): 482-488, 2019 06 10.
Article
em En
| MEDLINE
| ID: mdl-31009197
ABSTRACT
Preparation of 2,4,5-trisubstituted thiazole derivatives via a new solid-phase synthetic route has been conducted in this study. The synthetic route begins with the synthesis of a core skeleton 2,4-diamino(thiazol-5-yl)-substituted phenylmethanone resin obtained through a cyclization reaction with a carbamimidothioate linker. The core skeleton was substituted with diverse building blocks such as amines, alkyl halides, and acid chlorides. The products were cleaved from the solid support via a TFA/CH2Cl2 cleavage cocktail. Overall, the strategy permits the incorporation of three points of diversity into the thiazole ring system with good overall yields ( Lee , T. ; et al. J. Comb. Chem. 2009 , 11 ( 2 ), 288 - 293 ). Finally, the library of 2,4,5-trisubstituted thiazole derivatives showed oral bioavailability through calculation of the physicochemical properties.
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MEDLINE
Assunto principal:
Tiazóis
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article