Synthesis and Antiviral Activity of 5′-O-(Substituted) Sulfamoyl Pyrimidine Nucleosides

✍ Scribed by Julia Castro-Pichel; M. Teresa García-López; Federico G. de Las Heras; Rosario Herranz; Concepción Pérez; Pilar Vilas

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: English
• Weight: 434 KB
• Volume: 322
• Category: Article
• ISSN: 0365-6233
• DOI: 10.1002/ardp.19893220104

✦ Synopsis

5'-O-[N-(Anhacyl w imtxy~yJ)sulfi~noyl]uridines 4a+ 5a-e and 5'4-[N~isopoprl)sulh~yI]~ytibs 7-9 have been 8 -d and testcd againat herpes simplex Virus rype 2. condensation of 2',3'-0-isoproWlide-nv5'4-sulfamoyluridim with the N-hydmxysuccinimide esters of Boc-GIy, Boc-LA4 Boc-D-Ah and Boc-LPhe, gave 4ad which, on depmtection 0-sOetyl-5'4-sulfamoyluridine with the N-hydmxymcinimide ester of isobutyic acid a f f d 4e which on dcacylation led to SC S'-O-[N-@opm of 2 ' 3 ' 4 -i ~~p y l i d e n e d -N -[ ( d i m t t h y l ~~~y l ~] cytidine with Ninopupylwlfpmoyl chloride. Acidic hydrolysis of 7 provided 8 which, upon rcetylation, gave lk aaraponding 2'3'44acetyl duivative 9. Com-OVCH Vedagsgcscllschaft mbH, D-6940 Weinheim, 1989