Tritylamine linkers

Meisenbach M, Voelter W (1997) New methoxy-substituted tritylamine linkers for the solid phase synthesis of protected peptide amides. Chem Lett 1265— 1266... 

Tritylamine linkers have not been extensively used for the attachment of amides, probably because A -tritylamides are difficult to prepare. This is not the case for strongly acidic amides and cyclic imides, which are readily N-tritylated with trityl chlo-... 

Table 3.21. Benzhydrylamine and tritylamine linkers for aliphatic amines.

Tritylamines can serve as both linkers and protective groups for aliphatic amines because, unlike benzhydrylamines, they do not usually undergo acylation when treated with activated acid derivatives. Tritylation of aliphatic amines is readily accomplished by adding excess amine to a support-bound trityl chloride. Illustrative cleavage reactions are listed in Table 3.21. 

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