Synthesis of potentially bioactive PABA-related N-(aminoalkyl)lactamic amino acids and esters via selective S(N)Ar reactions

Potentially bioactive N-(aminoalkyl)lactamic amino acids and esters were synthesized in satisfactory to good yields by S(N)Ar reactions of aromatic acids with N-(3-aminopropyl)lactams followed by esterification with tertiary amino alcohols. The addition-elimination S(N)Ar mechanism was confirmed by...

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Veröffentlicht in:	Amino acids 2011-01, Vol.40 (1), p.197-204
Hauptverfasser:	Gonçalves, Renato S, Abdelnur, Patrícia V, Santos, Vanessa G, Simas, Rosineide C, Eberlin, Marcos N, Magalhães, Alviclér, Pérez González, Eduardo R
Format:	Artikel
Sprache:	eng
Schlagworte:	4-Aminobenzoic Acid - chemical synthesis 4-Aminobenzoic Acid - chemistry Amino Acids - chemical synthesis Amino Acids - chemistry Esterification Esters - chemical synthesis Esters - chemistry Molecular Structure
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Beschreibung
Zusammenfassung:	Potentially bioactive N-(aminoalkyl)lactamic amino acids and esters were synthesized in satisfactory to good yields by S(N)Ar reactions of aromatic acids with N-(3-aminopropyl)lactams followed by esterification with tertiary amino alcohols. The addition-elimination S(N)Ar mechanism was confirmed by NMR and MS measurements.
ISSN:	1438-2199
DOI:	10.1007/s00726-010-0634-z