Synthesis and conformational analysis of 1,5-anhydro-2,4 dideoxy-D- mannitol nucleosides

Article abstract of DOI:10.1080/15257779908043064

1,5-Anhydro-4,6-O-benzylidene-D-glucitol was used as starting material for the synthesis of 1,5-anhydro-2,4-dideoxy-D-mannitol nucleosides with an adenine and uracil base moiety. The compound with a purine base was obtained by direct nucleophilic substitution of a triflate. The pyrimidine nucleoside could be obtained by epoxide opening followed by inversion of configuration at the 3'-position. Both nucleosides adopt a C1 conformation with an axial base moiety.

Full text of DOI:10.1080/15257779908043064

Nucleosides and Nucleotides
ISSN: 0732-8311 (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/lncn19
Synthesis and Conformational Analysis of 1,5-
Anhydro-2,4-dideoxy-D-mannitol Nucleosides
N. Hossain , I. Luyten , K. Rothenbacher , R. Busson & P. Herdewijn
To cite this article: N. Hossain , I. Luyten , K. Rothenbacher , R. Busson & P. Herdewijn (1999)
Synthesis and Conformational Analysis of 1,5-Anhydro-2,4-dideoxy-D-mannitol Nucleosides,
Nucleosides and Nucleotides, 18:2, 161-180, DOI: 10.1080/15257779908043064
To link to this article: http://dx.doi.org/10.1080/15257779908043064
Published online: 04 Oct 2006.
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Date: 11 June 2016, At: 13:26