Efficient synthesis of N-4 alkyl derivatives of 2',3'-dideoxycytidine (ddC).
The C-4 triisopropylphenylsulfonyl (TPS) group of the 2,3-dideoxyuridine derivative 2 is readily displaced in situ by nitrogen nucleophiles forming N-4 substituted ddC in acceptable yields.
Dechaux
E
E
Institut Curie, Section Recherche, UMR 176 CNRS-IC, Paris, France.
Pontikis
R
R
Monneret
C
C
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry; D015224:Dideoxynucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D016047:Zalcitabine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
D019380:Anti-HIV Agents; D015224:Dideoxynucleosides; D007202:Indicators and Reagents; D016047:Zalcitabine