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Preparation and lsomerization of 3S-Benzylpenicilloamides

J . J . Herak ; Research Department, Pliva Pharmaceutical and Chemical Works, Zagreb, Croatia, Yugoslavia
M. Kovačević ; Research Department, Pliva Pharmaceutical and Chemical Works, Zagreb, Croatia, Yugoslavia
B. Gašpert ; Research Department, Pliva Pharmaceutical and Chemical Works, Zagreb, Croatia, Yugoslavia

Puni tekst: engleski, pdf (4 MB) str. 265-272 preuzimanja: 58* citiraj
APA 6th Edition
Herak, J.J., Kovačević, M. i Gašpert, B. (1978). Preparation and lsomerization of 3S-Benzylpenicilloamides. Croatica Chemica Acta, 51 (3), 265-272. Preuzeto s https://hrcak.srce.hr/195951
MLA 8th Edition
Herak, J . J ., et al. "Preparation and lsomerization of 3S-Benzylpenicilloamides." Croatica Chemica Acta, vol. 51, br. 3, 1978, str. 265-272. https://hrcak.srce.hr/195951. Citirano 28.07.2021.
Chicago 17th Edition
Herak, J . J ., M. Kovačević i B. Gašpert. "Preparation and lsomerization of 3S-Benzylpenicilloamides." Croatica Chemica Acta 51, br. 3 (1978): 265-272. https://hrcak.srce.hr/195951
Harvard
Herak, J.J., Kovačević, M., i Gašpert, B. (1978). 'Preparation and lsomerization of 3S-Benzylpenicilloamides', Croatica Chemica Acta, 51(3), str. 265-272. Preuzeto s: https://hrcak.srce.hr/195951 (Datum pristupa: 28.07.2021.)
Vancouver
Herak JJ, Kovačević M, Gašpert B. Preparation and lsomerization of 3S-Benzylpenicilloamides. Croatica Chemica Acta [Internet]. 1978 [pristupljeno 28.07.2021.];51(3):265-272. Dostupno na: https://hrcak.srce.hr/195951
IEEE
J.J. Herak, M. Kovačević i B. Gašpert, "Preparation and lsomerization of 3S-Benzylpenicilloamides", Croatica Chemica Acta, vol.51, br. 3, str. 265-272, 1978. [Online]. Dostupno na: https://hrcak.srce.hr/195951. [Citirano: 28.07.2021.]

Sažetak
The isomerization of 3S-benzylpenicillobenzylamide in aprotic
solvents was studied by using 1H NMR spectroscopy. The lack of
isomerization of the N-acetyl derivative of I indicated that the epimerization
at C-5 and C-6 positipn2 proceeded through the open
chain imine tautomer (III) of I or II. Since the isomerization at the
C-6 position occurred after the opening of the thiazolidine ring,
it was concluded that isomerization at this centre preceeded through
penamaldic acid (IV) as an intermediate. All four isomers· of 3S-
benzylpenicillobenzylamide were prepared and isolated as methyl
esters (II).

Hrčak ID: 195951

URI
https://hrcak.srce.hr/195951

Posjeta: 126 *