Tetrahedron Letters p. 759 - 762 (1996)
Update date:2022-08-10
Topics:
Edstrom, Eric D.
Feng, Xianqi
Tumkevicius, Sigitas
This paper describes the application of the methylthiomethyl (MTM) protecting group for the N1 position in differentially protected pyrrolo[2,3-d]pyrimidin-2,4-diones. By reaction of selected systems with SO2Cl2 at low temperature resulted in selective formation of N1-chloromethyl derivatives. Subsequent heating in aqueous THF with silica gel afforded the deprotected compounds in good yield. Selectivity in the presence of N3 methoxymethyl (MOM) and benzyloxymethyl (BOM), and N7 p-nitrophenethyl protection was achieved.
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