C-acylations of polymeric phosphoranylidene acetates for C-terminal variation of peptide carboxylic acids.
C-Acylations of polymer-supported 2-phosphoranylidene acetates ("linker reagents") with protected amino acids yielded 2-acyl-2-phosphoranylidene acetates as flexible intermediates for the C-terminal variation of carboxylic acids: peptidyl-2,3-diketoesters, peptidyl vinyl ketones, peptidyl-2-ketoaldehydes, and 1,3-diamino-2-hydroxy-propanes were obtained as products. [reaction: see text]
El-Dahshan
Adeeb
A
Leibniz Institute for Molecular Pharmacology (FMP), Robert-Rössle-Strasse 10, 13125 Berlin, Germany.
Weik
Steffen
S
Rademann
Jörg
J
D000085:Acetates / Q000737:chemistry*; D000215:Acylation; D000447:Aldehydes / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D003432:Cross-Linking Reagents / Q000737:chemistry; D003959:Diamines / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D008956:Models, Chemical; D010455:Peptides / Q000138:chemical synthesis*; D010753:Phosphoranes / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D012117:Resins, Synthetic / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D000085:Acetates; D000447:Aldehydes; D002264:Carboxylic Acids; D003432:Cross-Linking Reagents; D003959:Diamines; D004952:Esters; D010455:Peptides; D010753:Phosphoranes; D011108:Polymers; D012117:Resins, Synthetic; D014753:Vinyl Compounds; C009475:trimethylenediamine