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Trifluoroethanol solvent facilitates selective N-7 methylation of purines

Lookup NU author(s): Honorine Lebraud, Dr Celine Cano, Dr Benoit Carbain, Dr Ian Hardcastle, Dr Ross Harrington, Professor Roger Griffin, Professor Bernard Golding

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Abstract

Purines protected at N-9 by p-methoxybenzyl are methylated or ethylated in 2,2,2-trifluoroethanol at N-7 by trimethyl-or triethyl-oxonium borofluorate, respectively. Subjecting the resulting cationic species to microwave irradiation releases an N-7-methyl- or ethyl-purine. This one-pot procedure is an efficient regiospecific method applicable to diverse substrates.


Publication metadata

Author(s): Lebraud H, Cano C, Carbain B, Hardcastle IR, Harrington RW, Griffin RJ, Golding BT

Publication type: Article

Publication status: Published

Journal: Organic & Biomolecular Chemistry

Year: 2013

Volume: 11

Issue: 11

Pages: 1874-1878

Print publication date: 30/01/2013

ISSN (print): 1477-0520

ISSN (electronic): 1477-0539

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/c3ob27473j

DOI: 10.1039/c3ob27473j


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