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Paper | Regular issue | Vol 41, No. 2, 1995, pp.293-301
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6921
Synthesis and Structure Assignment of 1-[(2-Hydroxyethoxy)methyl]- and 1-[(1,3-Dihydroxy-2-propoxy)methyl]-6-azaisocytosine

Long-Chih Hwang, Chyi-Jia Wang, Gene-Hsiang Lee, Yu Wang, and Cherng-Chyi Tzeng*

*School of Chemistry, Kaohsiung Medical College, Kaohsiung City 807, Taiwan, R.O.C.


1-[(2-Acetoxyethoxy)methyl]-6-azaisocytosine and 1-[(1,3-dibenzyloxy-2-propoxy)methyl]-6-azaisocytosine have been prepared, and their unambiguous assignment of 1H and 13C peaks through the 1H-13C heteronuclear correlation (HETCOR) nmr experiments is described. The X-ray crystallographic analysis reveals unambiguously the site of glycosylation at N1. Deprotection of both acyclonucleosides provided 1-[(2-hydroxyethoxy)methyl]-6-azaisocytosine and 1-[(1,3-dihydroxy-2-propoxy)methyl]-6-azaisocytosine, respectively.