N -Hydroxy Amides. III. Active Esters of Polystyrene-bound 1-Hydroxy-2-pyrrolidinone and Their Use in Peptide Synthesis
1985; Oxford University Press; Volume: 58; Issue: 5 Linguagem: Inglês
10.1246/bcsj.58.1421
ISSN1348-0634
AutoresMasayasu Akiyama, Kazuyuki Shimizu, Sei‐ichi Aiba, Hiroaki Katoh,
Tópico(s)Chemical Synthesis and Reactions
ResumoAbstract A polymer-bond cyclic N-hydroxy amide has been prepared by reaction of aminomethylated copoly(styrene–2% divinylbenzene) with 1-hydroxy-5-oxo-3-pyrrolidinecarboxylic acid using dicyclohexylcarbodiimide (DCC) as a condensing agent. Several N-blocked α-amino acids have been loaded on this resin by use of DCC. The amino acid resin can be utilized for peptide synthesis. Repetitive usage of the resin in the form of esters and facile synthesis of a biologically active pentapeptide, Leu5-enkephalin, show the usefulness of the polymer-bound 1-hydroxy-2-pyrrolidinone.
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