4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides
V. Škarić
; Laboratory of Stereochemistry and Natural Products, »Ruder Boskovic« I nstitute, 41001 Zagreb, Croatia, Yugoslavia
J. Makarević
; Laboratory of Stereochemistry and Natural Products, »Ruder Boskovic« I nstitute, 41001 Zagreb, Croatia, Yugoslavia
APA 6th Edition Škarić, V. i Makarević, J. (1981). 4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides. Croatica Chemica Acta, 54 (3), 355-366. Preuzeto s https://hrcak.srce.hr/194324
MLA 8th Edition Škarić, V. i J. Makarević. "4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides." Croatica Chemica Acta, vol. 54, br. 3, 1981, str. 355-366. https://hrcak.srce.hr/194324. Citirano 07.03.2021.
Chicago 17th Edition Škarić, V. i J. Makarević. "4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides." Croatica Chemica Acta 54, br. 3 (1981): 355-366. https://hrcak.srce.hr/194324
Harvard Škarić, V., i Makarević, J. (1981). '4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides', Croatica Chemica Acta, 54(3), str. 355-366. Preuzeto s: https://hrcak.srce.hr/194324 (Datum pristupa: 07.03.2021.)
Vancouver Škarić V, Makarević J. 4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides. Croatica Chemica Acta [Internet]. 1981 [pristupljeno 07.03.2021.];54(3):355-366. Dostupno na: https://hrcak.srce.hr/194324
IEEE V. Škarić i J. Makarević, "4-Amino- and 4-Hydroxycyclohexane-1,1-dicarboxylic Acid Peptides", Croatica Chemica Acta, vol.54, br. 3, str. 355-366, 1981. [Online]. Dostupno na: https://hrcak.srce.hr/194324. [Citirano: 07.03.2021.]
Sažetak 4-Amino-, 4-oxo-, and 4-hydroxy-cyclohexane-1 ,1-dicarboxylic
acids have been inserted into di- and tri-peptides containing
glycine, L-phenylalanine, L-cyclohexylalanine, and L-tyrosine. The
geometries of 4-c-(IX A) and 4-t-(IX B) benzamidocyclohexane-
r-1-carboxy-1-carbonyl-L-phenylalanine methyl esters and 4-c-
-(XXIII A) and 4-t-(XXIII B) benzoxycyclohexane-r-1 -carbomethoxy-
1-carbonyl-L-cyclohexylalanine methyl esters were confirmed
by their NMR spectra and intramolecular cyclisations of
the cis isomers. The ring opening of 2-oxabicyclo[2.2.2]octan-3-one-
4-carbonyl-L-cyclohexylalanine methyl ester (XXIV) in methanolic
hydrochloric acid afforded 4-c-hydroxycyclohexane-r- 1-
-carbomethoxy-1-carbonyl-L-cyclohexylalanine methyl ester (XXI
A) which on benzoylation was converted into the product identical
with the isomer (XXIII A).