Repozytorium

Stereoisomers of 4-amino-3-hydroxy-1-cyclohexanecarboxylic acid and 4-amino-3-oxo-1-cyclohexanecarboxylic acid as mimetics of a twisted cis-amide bond.

Autorzy

Krzysztof Krajewski

Zbigniew Ciunik

Ignacy Z. Siemion

Rok wydania

2001

Czasopismo

Tetrahedron-Asymmetry

Numer woluminu

12

Strony

455-462

DOI

10.1016/S0957-4166(01)00062-3

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Stereoselective synthesis of the title compounds was performed. The relative configuration of methyl t-4-(tert-butoxycarbonylamino)-c-3-hydroxy-r-1-cyclohexanecarboxylate and methyl trans-4-(tert-butoxycarbonylamino)-3-oxo-r-1-cyclohexanecarboxylate was confirmed by X-ray diffraction methods. Analogues of cyclolinopeptide A (CLA) containing these twisted cis-amide bond mimetics were then synthesised.Novel mimetics of twisted cis-peptide bonds were synthesised and incorporated into linear and cyclic analogues of cyclolinopeptide (CLA).

Adres publiczny

https://doi.org/10.1016/S0957-4166(01)00062-3

Strona internetowa wydawcy

http://www.elsevier.com

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