The synthesis of 1-[3-c-cyano-2, 3-dideoxy-ß-l-glycero-pent-2-enofuranosyl]thymine;1-[2-c-cyano-2, 3-dideoxy-ß-l-glycero-pent-2-enofuranosyl]thymine and 1-(3-c-cyano-3-deoxy-ß-l-arabino-pentofuranosyl]thymine and computational studies of 1-[2-c-cyano-2
Garner, Solomon T.
MetadataShow full item record
The attempt herein was to give a concise overview of the results and general milestones that have led to towards the synthesis of 1-[3-C-cyano-2, 3-Dideoxy-â -L-glycero- pent-2-enofuranosyl]thymine; 1-[2-C-cyano-2, 3-Dideoxy-â -L-glycero-pent-2-nofuranosyl]- thymine and 1-(3-C-Cyano-3-deoxy-â -L-arabino-pentofuranosyl]thymine, nucleoside analogues. Also included is a computational evaluation, whereas a density functional theory (DFT) method has been employed to study the epimerization of 2’-C-Cyano- 2’-deoxy-1-â -D-arabino-pentofuranosylcytosine (CNDAC) to 2’-C-Cyano-2’-deoxy- 1-á -D-ribo-pentofuranosylcytosine (CNDC) as well as their degradation to 1,4- anhydro-2-C-cyano-2-deoxy-D-erytho-pent-1-enitol (glycal) and cytosine by way of glycosyl bond cleavage.