Peptidyl N-alkyl amides

The solid phase synthesis of peptidyl amides and peptidyl N-alkyl amides is centred around two main strategies  

2 Use of 9-(fluorenylmethoxycaTbonylamino)xanthen-3-yloxymethyl poljrstyrene and its chemical modification to resin-bound secondary amines 

Early examples of the use of resin-bound amines for the solid synthesis of peptidyl amides involve the use of linkers such as benzhydrylamine or benzyl-amine. Following peptide assembly, these linkers require highly acidic (e.g. 

Fmoc/rBu peptide synthesis followed by TFA-medialed acidolysis 

HF) mediated cleavage, and hence simultaneous removal of acid-labile side-chain protection groups occurs and may cause problems. 

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Chanl995 Chan, W.C. and Mellor, S.L., Reductive Alkylation of 9-Amino-xanthen-3-yloxymethylpoly(styrene) a Novel Procedure for the Synthesis of Peptidyl N-Alkyl Amides by Fmoc/But Chemistry, J. Chem. Soc., Chem. Commun., (1995) 1475-1477. 

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