Dehydrooligopeptides. V. Synthesis of N-carboxy .ALPHA.-dehydroamino acid anhydrides and their transformation to .ALPHA.-dehydroamino acid and dehydrooligopeptide derivatives.
- 1 January 1984
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 32 (10) , 3934-3944
- https://doi.org/10.1248/cpb.32.3934
Abstract
The synthesis of N-carboxy .alpha.-dehydroamino acid anhydrides (.DELTA.NCA) from benzyloxycarbonyl-.alpha.-dehydroamino acids and the subsequent conversion of these products into new .alpha.-dehydroamino acid and dehydrooligopeptide derivatives are described. The new .DELTA.NCA derivatives are very useful synthons for dehydropeptides. The racemization behavior and configurational determination of all the new dehydrooligopeptides thus obtained are discussed. [.alpha.-Dehydroamino acid residues are important constituents or moieties of antibacterial, antibiotic and phytotoxic dehydropeptides.].This publication has 4 references indexed in Scilit:
- Synthesis of dehydroalanine peptides from .beta.-chloroalanine peptide derivativesThe Journal of Organic Chemistry, 1977
- Über Aminosäuren und Peptide, XXI. Über Dehydroaminosäuren, VIII. N‐Acyl‐α,β‐dehydroaminosäuren durch Umlagerung von N‐Acyl‐α‐iminosäurenEuropean Journal of Inorganic Chemistry, 1977
- Über Aminosäuren und Peptide, XX. über Dehydroaminosäuren, VII. Synthese von DehydroaminosäureesternEuropean Journal of Inorganic Chemistry, 1977
- Synthesis of some dehydrophenylalanine peptidesThe Journal of Organic Chemistry, 1976