title: Synthesis of 3'-deoxy-3'-[4-(pyrimidin-1-yl)methyl-1,2,3-triazol-1-yl]thymidine via 1,3-dipolar cycloaddition.
abstract: The synthesis of new 3'-deoxy-3'-[4-(pyrimidin-1-yl)methyl-1,2,3-triazol-1-yl]-thymidine 6a-f, from 3'-azido-3'-deoxy-5'-O-monomethoxytrityl-thymidine is described. The key step is the 1,3-dipolar cycloaddition between the azido group of the protected AZT 3 and N-1-propargylpyrimidine derivatives 2a-f. All new derivatives 6a-f were evaluated for their inhibitory effects against the replication of HIV-1 (IIIB), HIV-2 (ROD). No marked activity was found.
authors.affiliation: Faculté des Sciences et Techniques-Gueliz, Marrakesh, Morocco.
authors.forename: M
authors.initials: M
authors.lastname: Tourirte
authors.forename: T
authors.initials: T
authors.lastname: Oulih
authors.forename: H B
authors.initials: HB
authors.lastname: Lazrek
authors.forename: J L
authors.initials: JL
authors.lastname: Barascut
authors.forename: J L
authors.initials: JL
authors.lastname: Imbach
authors.forename: N A
authors.initials: NA
authors.lastname: Almasoudi
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D003500:Cyclization; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D019380:Anti-HIV Agents; D013844:Thiazoles; D013936:Thymidine