189829-34-3Relevant academic research and scientific papers
An unusual solvent effect on the regiochemical outcome (N-9 versus N-7) of guanine glycosylation using Robins' reagent (2-N-acetyl-6-O- diphenylcarbamoylguanine)
Cheung, Adrian Wai-Hing,Sidduri, Achyutharao,Garofalo, Lisa M.,Goodnow Jr., Robert A.
, p. 3303 - 3307 (2000)
An unexpectedly low N-9/N-7 regioselectivity was obtained when Robins reagent (2-N-acetyl-6-O-diphenylcarbamoylguanine) was coupled with a D- glucosamine derivative under trimethylsilyl trifluoromethanesulfonate activation. An unprecedented solvent effect (toluene versus dichloroethane) on the N-9/N-7 ratio was also observed in the same study. The use of 2-N- acetyl-6-O-benzylguanine to successfully overcome the above regioselectivity problem is described. (C) 2000 Elsevier Science Ltd.
