119933-38-9Relevant academic research and scientific papers
3'-Deoxy-3'-hydroxymethyl-aldopentopyranosyl nucleoside synthesis. Part I
Doboszewski,Blaton,Rozenski,De Bruyn,Herdewijn
, p. 5381 - 5396 (2007/10/02)
A straightforward synthesis of 3'-deoxy-3'-hydroxymethyl-aldopentopyranosyl nucleosides is described starting from β-D-xylopyranosyl nucleosides. β-D-xylopyranosyl thymine 17a,b,c, and uracil 17d are converted into the 4'-benzoylated derivatives 18a,b and further into the 2',3'-enepyranosyl compounds 19b,c. A 3'-hydroxymethyl appendix has been introduced using a free-radical methodology to furnish 20a,b. Inversion of configuration of the 4'-position yielded the target nucleosides 22a,b. X-ray and 1H NMR conformation analysis prove the equatorial orientation of the base moiety in the target compounds.
Phosphonates derivatives of 2',3'-dideoxy-2',3'-didehydro-pentopyranosyl nucleosides
Perez-Perez,Doboszewski,De Clercq,Herdewijn
, p. 707 - 710 (2007/10/02)
Adenine and thymine derivatives of 2',3'-dideoxy-2',3'-didehydropento- pyranosyl nucleosides carrying a phosphonomethyl moiety at their 4'-O- position and in a cis relationship with the heterocyclic base have been synthesized.
Synthesis of Enantiomers of 3',4'-seco-2'-desoxythymidine
Mikhailov, S. N.,Efimtseva, E. V.
, p. 778 - 782 (2007/10/02)
The glycosylation of 1,3,4-tri-O-benzoyl-2-desoxy-β-D-ribopyranose by bis-trimethylsilylthymine in the presence of SnCl4 and F3CSO2OSiMe3 was studied.It was shown that the stereo-selectivity and directivity of the reaction are dependent on the choice of c
