50997-19-8Relevant articles and documents
Synthesis and properties of chiral N,N-maleoyl derivatives and Diels-Alder reactions with cyclopentadiene
Bodtke,Otto, Hans-Hartwig
, p. 803 - 813 (2007/10/03)
Maleyl amino acid derivatives were prepared from maleic anhydride and cyclized by reaction with ZnCl2 and hexamethyldisilazane yielding maleoyl derivatives. These derivatives were used as dienophiles in cycloadditions with cyclopentadiene. The
Synthetic and NMR-Spectroscopic Investigation of Benzylamine Addition to N-Maleylamino Acid Derivatives
Griehl, Carola,Stroehl, Dieter,Jeschkeit, Hans,Kleinpeter, Erich
, p. 647 - 654 (2007/10/02)
During the addition of amines to maleylamino acids in general β-amino derivatives are formed.In order to change the reactivity within the vinylogous maleyl system we introduced the β-benzylester group into the starting compound N-(cis-β-carboxyacryloyl)-phenylalanine methylester 1.The obtained benzylester 2 is adding benzylamine in α-position yielding N-benzyl-α-aspartyl(β-benzyl)-phenylalanine methylester 4.The addition reaction was investigated by 1H-NMR-spectroscopy.The structures of the compounds have been confirmed by elemental analysis, IR, 1H-NMR and 13C-NMR spectroscopy.Keywords. α-Aspartyl peptides; N-Maleylamino acid derivatives; Nucleophilic addition.