Trideoxy nucleosides, preparation

The acetylenic nucleosides 5, 6 -dideoxy-n 6o-hex-5 -ynosyl uracil and 2, 5, 6 -trideoxy-erytAro-hex-5-ynosyl thymine have been prepared by treatment of the appropriate 5 -aldehydonucleoside sequentially with PhaP=CBr2, acid, and butyl-lithium. ... 

The 1-deoxypsicofuranosyl nucleoside 14 has been converted to the 1,3,4-trideoxy-derivative by stepwise deoxygenations, and 2, 5 -dideoxy-5-fluorouridine (45) has been made by trans-glycosylation of 5 -deoxythymidine using thymidine phosphorylase. The anhydro-thionucleoside 46 was prepared by intramolecular glycosidation (see Vol. 8, p. 149 for a similar case), and on treatment with Raney nickel gave the 2, 5 -dideoxynucleoside 47. 2... 

A variety of aza-sugars have been prepared and tested as glycosidase inhibitors. These include l,4,5-trideoxy-l,4-imino-L-lyxitol as an a-fucosidase inhibitor as well as the piperidines 35 and nucleoside analogues 36. ... 

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