A new strategy to produce beta-peptides: use of alicyclic beta-lactams.
On p-methylbenzhydrylamine (MBHA) resin, by means of t-Boc chemistry, several tetrapeptides (H-Ala-ACXC-Ala-Gly-NH(2)) containing cyclic beta-amino acid units were prepared. These units were introduced into the growing peptide chain by using Boc-protected beta-lactams with KCN as catalyst in DMF. The method was applicable for both racemic and enantiomeric beta-lactams.
Fülöp
Ferenc
F
Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary. fulop@pharma.szote.u-szeged.hu
Forró
Enikö
E
Tóth
Gábor K
GK
D003500:Cyclization; D010455:Peptides / Q000138:chemical synthesis*; D013237:Stereoisomerism; D047090:beta-Lactams / Q000737:chemistry*
D010455:Peptides; D047090:beta-Lactams