Synthesis and biological activity of unusual nucleosides having 3,4-bis(hydroxymethyl) thietane ring as a sugar moiety.
The enantiomerically pure synthesis of 9-[(2'S, 3'S)-bis(hydroxymethyl)thietan-1'-yl]adenine 2,3'-thio analog of oxetanocin A, was achieved via coupling of silylated 6-chloropurine and sulfoxide 16 under Pummerer reaction conditions.
Ichikawa
E
E
Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Yokohama, Japan.
Yamamura
S
S
Kato
K
K
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure
C409808:9-(bis(hydroxymethyl)thietan-1'-yl)adenine; D000998:Antiviral Agents; D007202:Indicators and Reagents; C051061:oxetanocin; D000225:Adenine