Synthesis of Bicyclic Pyrimidine Derivatives as ATP Analogues

Autor:	Gergely M. Makara, Edward A. Wintner, William Ewing, Yao Ma
Rok vydání:	2001
Předmět:	Purine Atp analogues Pyrimidine Bicyclic molecule Chemistry Organic Chemistry Heterocyclic Compounds 2-Ring Chloride Combinatorial chemistry chemistry.chemical_compound Pyrimidine analogue Adenosine Triphosphate Pyrimidines medicine Nitro Oxidation-Reduction Adenosine triphosphate medicine.drug
Zdroj:	The Journal of Organic Chemistry. 66:5783-5789
ISSN:	1520-6904 0022-3263
Popis:	A highly efficient and general solid-phase synthesis of bicyclic pyrimidine derivatives that target purine dependent proteins is reported. The synthesis of the key intermediate, 4,6-disubstituted-5-amino-pyrimidine, involved reduction of the corresponding nitro derivatives using 1,1'-dioctyl-viologen in a triphasic milieu. The mild reduction conditions enable the use of any acid labile solid support as well as a wide range of combinatorial substituents, thus enabling the synthesis of large libraries of highly diverse bicyclic pyrimidines. Alternative reduction conditions with tin(II) chloride and structure-reactivity studies are discussed as well.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a3323a3c5e06cff87027597a6d6fd39a https://doi.org/10.1021/jo015647w Zobrazit plný text záznamu