Synthesis of peptides and derivatives of 3- and 4- hydroxyproline

Synthesis and properties are reported for a number of peptides and related derivatives of 3-hydroxy-L-proline and 4-hydroxyl-L-proline. These were made for several different purposes, namely, sythesis of N-acetyl-O-tosyl-4-hydroxy-L-proline amide as a model for chemical reduction of peptide-bound hydroxyproline, synthesis of tripeptides with the sequence glycyl-4-hydroxy-L-hydroxy-L-prolyl-X, synthesis of the naturally occurring sequence, glycyl-3-hydroxy-L-prolyl-4-hydroxy-L-proline, and monomers for polymerization to yield the sequence -glycyl-prolyl-4-hydroxy-L-prolyl-.