Preparation of novel 3,7-, 7,9- and 1,7-disubstituted guanines

Autor:	Ermes Vanotti, Antonella Ermoli, Marcello Tibolla, Maria Menichincheri, Vittorio Pinciroli, Roberto Biancardi, Alberto Bargiotti
Rok vydání:	2002
Předmět:	chemistry.chemical_compound Chemistry Guanine Stereochemistry Organic Chemistry Drug Discovery Halide Guanosine Alkylation Purine metabolism Biochemistry Medicinal chemistry Sodium hydride
Zdroj:	Tetrahedron. 58:3361-3370
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(02)00297-1
Popis:	Treatment of guanosine with arylmethyl halides in N,N-dimethylacetamide results in a series of 3,7-bis(arylmethyl) guanines and 7,9-bis(arylmethyl)guaninium halides. The same reaction on 7-arylmethyl guanines yields 3,7- and 7,9- differently disubstituted guanines. When 7-arylmethyl guanines are reacted with (hetero)arylmethyl halides in the presence of sodium hydride in N,N-dimethylformamide, 3,7- and 1,7-disubstituted guanines are obtained. All of these compounds, but one, are new and the preparation of 3,7-bis(substituted) guanines from guanosine as well as of 3,7- and 1,7-di(hetero)arylmethyl guanines from 7-substituted guanine is unprecedented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::df2c63b35de744e4363183ecc24df11f https://doi.org/10.1016/s0040-4020(02)00297-1 Zobrazit plný text záznamu Full Text from ScienceDirect