Please use this identifier to cite or link to this item:
Full metadata record
DC FieldValueLanguage
dc.contributor.authorEffenberger, Franzde
dc.contributor.authorKühlwein, Jürgende
dc.contributor.authorHopf, Martinde
dc.contributor.authorStelzer, Uwede
dc.description.abstractEsters of N-phthaloyl-protected (R)- or (S)-didehydro dipeptides 5-7 were obtained in good yields by the perrhenate-catalyzed decomposition of 2-azidocarboxylates 1 with N-phthaloyl-protected (R)- or (S)-amino acid chlorides 2 in presence of at least equimolar amounts of N-methyl-2-pyridone (4) as acylation catalyst. Esters of didehydro tripeptides 16 were obtained in a comparable procedure from the optically active amino acid chlorides 2 and 2-(2-azidoacyl)amino acid esters 15, which were prepared from 2-azidocarboxylic acids 12 or the corresponding chlorides 13 with 2-amino acid ester hydrochlorides (S)-14. - As an example, the unprotected (S)-alanly-didehydrovalin 20 was prepared from the didehydro dipeptide 18a without any racemization by hydrolysis of the benzyl ester and subsequent hydrogenolytic removal of the N-phthaloyl group.en
dc.subject.classificationAminosäuren , Peptidede
dc.titleEine neue Synthese von Didehydrodipeptiden und Didehydrotripeptiden (Aminosäuren ; 17)de
dc.title.alternativeA new synthesis of didehydro dipeptides and didehydro tripeptides (Amino acids ; 17)en
ubs.fakultaetFakultät Chemiede
ubs.institutInstitut für Organische Chemiede
ubs.publikation.sourceJustus Liebigs Annalen der Chemie (1993), S. 1303-1311. URL
Appears in Collections:03 Fakultät Chemie

Files in This Item:
File Description SizeFormat 
eff246.pdf968,32 kBAdobe PDFView/Open

Items in OPUS are protected by copyright, with all rights reserved, unless otherwise indicated.