Open AccessSynthesis and antiviral evaluation of -D-2',3'-didehydro-2',3'-dideoxy-3'-C-hydroxymethyl nucleosides
Author(s) -
Kazuhiro Yamada,
Hisao Hayakawa,
Shinji Sakata,
Yuichi Yoshimura
Publication year - 2001
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/1.1.79
Subject(s) - hydroxymethyl , stereochemistry , chemistry , sn2 reaction
A series of hydroxymethyl branched analogues of antiviral apio d4Ns was synthesized from D-arabinose. The SN2' ring opening reaction of 2,2'-anhydro-alpha-D-pyrimidinenucleoside (10) was mainly investigated. The reaction selectively gave SN2' adducts, which were deprotected to furnish the desired alpha-D-2',3'-didehydro-2',3'-dideoxy-3'-C-hydroxymethyl nucleosides (2).
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