Protective groups for amides

Tetrazoles are usually prepared by the reaction of an azide with a nitrile, or an activated amide tri-n-butyltin azide and trimethylsilyl azide are more convenient and safer reagents than azide anion is some cases. The second example shown illustrates the use of a cyanoethyl group as a removable protecting group for amide nitrogen. Other variations on this method from nitriles include the use of triethylammonium chloride (instead of ammonium chloride) to avoid the possible sublimation of potentially explosive azides, and the use of micelles as reaction media. Amides can be activated with trifluoromethanesulfonic anhydride, or via formation of the thioamide, or by the use of triphenylphosphine with diethyl azodicarboxylate the equivalent imidochloride will react under phase transfer conditions. ... 

Tetrazoles are usually prepared by the reaction of an azide with a nitrile, or an activated amide tri-w-butyltin azide and trimethylsilyl azide are more convenient and safer reagents than azide anion in some cases. The example shown illustrates the use of a cyanoethyl group as a removable protecting group for amide nitrogen. " ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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