189125-29-9Relevant articles and documents
Modification of the Enantioselectivity of Biocatalytic meso-Desymmetrization for Synthesis of Both Enantiomers of cis-1,2-Disubstituted Cyclohexane by Amidase Engineering
Hu, Hui-Juan,Wang, Qi-Qiang,Wang, De-Xian,Ao, Yu-Fei
, p. 4538 - 4543 (2021/08/09)
Both enantiomers of cis-1,2-disubstituted cyclohexane have been obtained enantioselectively through engineered amidase-catalyzed desymmetrization of meso carbocyclic 1,2-dicarboxamides under mild condition. Based on the enzyme-substrate binding model sugg
Cis-2-Aminocyclohex-4-enecarboxylic acid as a new building block of helical foldamers
Kwon, Sunmi,Kang, Philjae,Choi, Moon-Gun,Choi, Soo Hyuk
, p. 3221 - 3224 (2015/05/20)
cis-2-Aminocyclohex-4-enecarboxylic acid (cis-ACHE) is a conformationally constrained β-amino acid. We showed that the conformational preference of a cis-ACHE residue is similar to that of cis-2-aminocyclohexanecarboxylic acid. α/β-Peptides that consist o
Enantiomeric discrimination of cyclic β-amino acids using (18-crown-6)-2,3,11,12-tetracarboxylic acid as a chiral NMR solvating agent
Chisholm, Cora D.,Fueloep, Ferenc,Forro, Eniko,Wenzel, Thomas J.
experimental part, p. 2289 - 2294 (2010/11/05)
(18-Crown-6)-2,3,11,12-tetracarboxylic acid is an excellent chiral NMR solvating agent for cyclic β-amino acids with cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, bicyclo[2.2.1]heptane, and bicyclo[2.2.1]heptene rings. The crown ether was added to the neutral β-amino acids in methanol-d4. A neutralization reaction between the crown ether and β-amino acid forms the ammonium ion needed for favorable association. Enantiomeric discrimination of the two hydrogen atoms α to the amine and carboxylic acid moieties of the β-amino acid was observed with every substrate studied. Trends in the order of the enantiomeric discrimination of certain hydrogen atoms for substrates of similar structures correlate with the absolute configuration.