Journal of Organic Chemistry p. 6954 - 6959 (1992)
Update date:2022-08-23
Topics:
Gao, Hetian
Fathi, Reza
Gaffney, Barbara L.
Goswami, Bhaswati
Kung, Pei-Pei
et al.
The 6-O-(pentafluorophenyl)-2'-deoxyguanosine derivative 2a can be used to generate in high yield 6-O-methyl-2'-deoxyguanosine, 2,6-diamino-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine, and related derivatives.Further, after appropriate protection and derivatization, 2a can be incorporated into oligonucleotides and there used for postsynthetic oligonucleotide modification.This approach is particularly useful for preparation of oligonucleotides containing 2,6-diaminopurine residues or their 6-alkylamino derivatives.In addition, reaction of 2a, or oligonucleotides containing it, with 4-(dimethylamino)pyridine (DMAP) gives a fluorescent guanine-DMAP adduct.
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