Pentopyranosyl pyrimidine nucleosides

Step procedure in 38% overall yield from adenosine (see Chaper 19, ref. 69) the sequence modifies an ethyl orthoacetate procedure described earlier by J.Engels outlined in Scheme 3, which yielded 3 -deoxy and 2, 3 -dideoxy derivatives of N-benzoyladenosine. 4-Deoxy-3-DL-erythro- and threo-pentopyranosyl pyrimidine nucleosides (16) have been synthesized using the appropriate sugar 1,2-... 

There have been many reports of syntheses of deoxy nucleosides by standard sugar-base condensation reactions. These include 5 -deoxy-ribo nucleosides and 5 -mono- or 5",5-di-deuterated analogues, as well as derivatives of 5-deoxy-D-xylose and 5-deoxy-D-glucose, 5-alkylated thymidine derivatives, 2 -deoxy-6-methyl-5-azacytidine and its a-anomer, the thymidine analogue 4-(2-deoxy-B-D-erythro-pento-furanosyl)-6-methyl-l,2,4-triazine 3(HH)-one-1-oxide, 6-aza-3-deaza analogues of 2 -deoxy-cytidine and 2 -deoxyuridine,3 -deoxycytidine from a 3-deoxy-ribofuranose obtained from a fermentation broth producing the 3 -deoxy nucleoside antibiotic, cordycepin, 4-deoxy-DL-threo-pentopyranosyl pyrimidine nucleosides, and 5 -C-methyluridines derived from 6-deoxy-D-allose and 6-deoxy-D-talose. A range... 

Routes have been developed for the conversion of D-ribose into 3 -alkylthio-2 -deoxy-P-D-erytAro-pentofuranosyl pyrimidine nucleosides and into 3 -alkylthio-2 -deoxy-P-D-r/treo-pentopyranosyl systems. ... 

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