Talose, 2-acetamido-2-deoxy

Springer and coworkers874 reported an extensive list of saccharides that were weakly inhibiting or noninhibiting. These included the 2-acetamido-2-deoxy derivatives of D-galactose, D-glucose, D-ribose, D-talose, and D-arabinose, 3,6-dideoxy-L- and -D-xy/o-hexose, L-lyxo-hexosulose, L-arabinose, D-fructose, and 2-deoxy-D-erythro-pentose. 

As mentioned earlier (see Section III,2 p. 112), the acetamidonitro-alditols can conveniently be transformed into amino glycoses by the Nef reaction. The sequence is illustrated by the example19 of the nitrogalactitol 208, which afforded the d-talo (209) and D-galacto (210) acetamidonitroalditols in yields (after purification) of 44.5 and 23.5% 209 and 210 were converted into 2-acetamido-2-deoxy-D-talose (211) and 2-acetamido-2-deoxy-D-galactose (212), either individually, or without prior separation. In the latter instance, yields based on 208 were 55 and 36%, respectively. 

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