Synthesis of N-Acetyl-DL-glutamic Acid 5-Dimethylaminoethyl Ester

Synthesis of N-Acetyl-DL-glutamic Acid 5-Dimethylaminoethyl Ester

N-Acetyl-L-glutamic acid reacted with dimethylaminoethanol in the presence of dicyclohexylcarbodiimide to give N-acetyl-DL-glutamic acid 5-dimethylaminoethyl ester (I), which furnished N2-acetylglutamine by ammonolysis. Compound I could not be obtained by transesterification of N-acetyl-L-glutamic a...

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Veröffentlicht in:Journal of pharmaceutical sciences 1969-07, Vol.58 (7), p.898-900
Hauptverfasser: Tamagnone, G.F., de Marchi, F.
Format: Artikel
Sprache:eng
Schlagworte:
Chromatography, Thin Layer
Esters - chemical synthesis
Glutamates - chemical synthesis
Infrared Rays
IR spectrophotometry-identity
IR spectrophotometry–identity, structure
N-Acetyl-DL-glutamic acid 5-dimethylaminoethyl ester-synthesis
Spectrophotometry
structure
TLC-identity
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Zusammenfassung:N-Acetyl-L-glutamic acid reacted with dimethylaminoethanol in the presence of dicyclohexylcarbodiimide to give N-acetyl-DL-glutamic acid 5-dimethylaminoethyl ester (I), which furnished N2-acetylglutamine by ammonolysis. Compound I could not be obtained by transesterification of N-acetyl-L-glutamic acid 5-methyl ester with dimethylaminoethanol, whereas L-pyroglutamic acid salt (III) was obtained from L-glutamic acid 5-methyl ester and dimethylaminoethanol.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600580729