A facile synthesis of 4'-thio-arabinonucleosides as potential antiviral agents from D-glucose
Yoshimura, Y.; Watanabe, M.; Sakata, S.; Ashida, N.; Miyazaki, S.; Machida, H.; Matsuda, A.
Nucleic Acids Symposium Series 34: 21-22
1995
ISSN/ISBN: 0261-3166 PMID: 8841532 Document Number: 447260
As potential antiviral agents, 4'-thio-arabinonucleosides were synthesized. Methyl 3-O-benzyl-xylo-furanoside, readily obtained from D-glucose, was converted to 1,4-anhydro-4-deoxy-4-thio-arabinitol. The protection of hydroxyl groups and the Pummerer rearrangement, followed by Lewis acid induced glycosylation afforded 4'-thio-arabinonucleosides. The compounds showed anti HSV-1 activity.