174955-57-8Relevant articles and documents
Studies on the Synthesis and Biological Activities of 4'-(R)-Hydroxy-5'-(S)-hydroxymethyl-tetrahydrofuranyl Purines and Pyrimidines
Yu, Hong-Wu,Zhang, Liang-Ren,Zhou, Ji-Chang,Ma, Ling-Tai,Zhang, Li-He
, p. 609 - 614 (1996)
A series of 4'-(R)-hydroxy-5'-(S)-hydroxymethyl-tetrahydrofuranyl purines and pyrimidines were synthesized by the reaction of 3,4-epoxy-5-(S,trans)-dimethoxymethyl-tetrahydrofuran and nucleobases under the catalysis of potassium tert-butoxide and 18-crown-6.Compounds 6a, 6c and 7b have shown significant inhibition on the growth of HL-60 cells.The phosphotriester and phosphodiester of isonucleoside 8a-d were synthesized and cytotoxic activities were reported.The conformation of isonucleosides in solution was studied by 1H NMR.Key words: isonucleoside; cytotoxicity; anti-HSV type I and HSV type II; conformation; stereochemistry.
Stereoselective synthesis of L-isonucleosides
Aragonès, S.ílvia,Bravo, Fernando,Díaz, Yolanda,Matheu, Ma. Isabel,Castillón, Sergio
, p. 3771 - 3773 (2007/10/03)
L-Isonucleosides 17 and 19 were stereoselectively synthesised from (S)-glycidol by two different procedures. The key step was the synthesis of a chiral dihydrofuran which was carried out by oxidation/elimination of 8 and by ring-closing metathesis of dien