Sugar azide analogs

Cells grown in the presence of azide analogs of certain amino acids or sugars will incorporate these derivatives into proteins or carbohydrates through enzymatic synthesis using... 

N-Aryl analogs have been synthesized193 by cycloaddition of terminal-acetylenic sugar derivatives to azides, as exemplified by the conversion of the pentyne derivative 171a into l-phenyl-4-(D-threo-... 

In a related reaction involving a sugar, Guthrie and Murphy noted that the azido derivative (254) gives, with sodium azide in iV,Af-dimethyl-formamide, the Sn2 product (265), and that the analogous compound. 

Analogs of this type (661 and 663) were prepared by cyclization of the reverse phenylosazone 660 by heating with aqueous copper(II) sulfate (68CB2074) (Scheme 174) or by cycloaddition of phenyl azide to the acetylenic sugar derivative 662 [71MI1] (Scheme 175),... 

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