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Regioisomers in Vorbrüggen's guanine nucleoside synthesis; N9 selectivity with a glucosamine derivative and 2-N-acetyl-6-O-diphenylcarbamoylguanine |
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| Authors: | Minghong Zhong Morris J Robins |
| Institution: | aDepartment of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602-5700, USA |
| Abstract: | Vorbrüggen coupling of trimethylsilylated 2-N-acetylguanine with pentofuranose derivatives gives N7/N9 glycosyl mixtures. The N9 isomers can be obtained selectively with 2-N-acetyl-6-O-diphenylcarbamoylguanine, and even with a less reactive glucosamine derivative. |
| Keywords: | guanine N9/N7 selectivity glucosylamine–guanine nucleoside Vorbrüggen coupling |
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