title: Nucleosides. IX. Synthesis of purine N(3),5'-cyclonucleosides and N(3),5'-cyclo-2',3'-seconucleosides via Mitsunobu reaction as TIBO-like derivatives.
abstract: The Mitsunobu reaction was applied to prepare, in one step, purine N(3),5'-cyclonucleosides 10a-d. A subsequent ring opening in the ribose moiety of the resultant N(3),5'-nucleosides by sodium periodate led to the corresponding N(3),5'-cyclo-2',3'-seconucleosides. These products consist of 5-, 6-, and 7-membered tricyclic system which is the basic skeleton of TIBO derivatives, known antiviral agents.
authors.affiliation: School of Pharmacy, College of Medicine, National Taiwan University, Taipei, Taiwan, ROC.
authors.forename: Grace Shiahuy
authors.initials: GS
authors.lastname: Chen
authors.forename: Chien-Shu
authors.initials: CS
authors.lastname: Chen
authors.forename: Tun-Cheng
authors.initials: TC
authors.lastname: Chien
authors.forename: Jun-Yen
authors.initials: JY
authors.lastname: Yeh
authors.forename: Chia-Chi
authors.initials: CC
authors.lastname: Kuo
authors.forename: Rahul Subhash
authors.initials: RS
authors.lastname: Talekar
authors.forename: Ji-Wang
authors.initials: JW
authors.lastname: Chern
mesh_terms: D001569:Benzodiazepines / Q000138:chemical synthesis / Q000737:chemistry; D005573:Formycins / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis*
chemical_list: C476867:4,5,6,7-tetrahydroimidazo-(4,5,1- jk)(1,4)benzodiazepin-2 (1 H)-one; D005573:Formycins; D007093:Imidazoles; D011684:Purine Nucleosides; D001569:Benzodiazepines; C034561:formycin B