Arabinofuranoside ethyl 5-0-methyl

The deoxynucleoside problem was approached from another sequence, in which 3,5-di-O-benzoyl-D-arabinofuranosyl chloride was prepared, and then treated with sodium ethanethioxide to give, in a stereoselective reaction, ethyl 3,5-di-O-benzoyl-l-thio-a-D-arabinofuranoside, a thiogly-coside having the proper structure for neighboring-group transfer of the ethylthio group to C-2 by way of an episulfonium ion intermediate. This approach was later expanded in a successful synthesis of 2 -S-methyl-2 -thioadenosine and other derivatives of 2 -thioadenosine, all of which were potential precursors to 2 -deoxyadenosine. 

Ethyl 4, 0-benzylidene-l-thio-p-D-glucopyranoside, T-70 Ethyl 4-0-benzyl-2-0-methyl-l-thio-a-D-rhamnopyranoside, T-86 Ethyl 3-0-benzyl-l-thio-a-D-arabinofuranoside, T-57 Ethyl 4-0-benzyl-l-thio-a-D-rhamnopyranoside, T-86 Ethyl 5,6-bis-0-(4-chlorobenzyl)-3-0-propyl p-D-glucofuranoside, C-140 Ethyl bis(ethylthio)acetate, G-559 Ethyl cellulose, C-48 Ethyl 6-deoxymannoside, E-27 Ethyl 6-deoxy-3-0-methyl-p-L-glucopyranoside, D-142 Ethyl 4-deoxy-p-L-crji/ira-pentopyranoside, D-347 Ethyl 2,6-diacetamido-2,3,4,6-tetradeoxy-a-D-g/ cero-hex-4-enopyranoside, D-469... 

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