95585-77-6Relevant articles and documents
Peracetylated β-allyl C-glycosides of D-ribofuranose and 2-deoxy-D-ribofuranose in the chemical literature: Until now, mirages in the literature
Martinez, Heike Otero,Reinke, Helmut,Michalik, Dirk,Vogel, Christian
, p. 1834 - 1840 (2009)
The peracetylated β-allyl C-glycosides of D-ribofuranose (8) and 2-deoxy-D-ribofuranose (13) were stereoselectively prepared via the isopropylidene derivatives 3 and 4. These reactions represent what are, to the best of our knowledge, the first preparation of these apparently simple derivatives whose structures were carefully proved by NMR and X-ray investigations. Publications which allegedly described the synthesis of 8 and 13 were critically examined. Georg Thieme Verlag Stuttgart.
Synthesis and Biological Activities of 2-Pyrimidinone Nucleosides. 2. 5-Halo-2-pyrimidinone 2'-Deoxyribonucleosides
Efange, Simon M. N.,Alessi, Elaine M.,Shih, H. C.,Cheng, Yung-Chi,Bardos, Thomas J.
, p. 904 - 910 (2007/10/02)
1-(2-Deoxy-β-D-ribofuranosyl)-5-bromo-2-pyrimidinone (BrPdR) and 1-(2-deoxy-β-D-ribofuranosyl)-5-iodo-2-pyrimidinone (IPdR) have been synthesized by condensation of the appropriate silylated bases 2a and 2b, respectively, with 3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride (8) in 1,2-dichloroethane, in the presence of SnCl4, followed by separation of the anomeric blocked nucleosides via column chromatography and subsequent deprotection with methanolic ammonia.Both BrPdR and IPdR exhibited significant antiherpes activities against various strains of HSV-1 and HSV-2, the latter compound (IPdR) showing the higher activity as well as the stronger binding to the virus-specific thimidine kinase.
