Enantiomerization of 3-carbethoxy-1,4-benzodiazepin-2-one: Combined chiral HPLC spectroscopic study

Chirality

Volumn 14, Issue 1, 2002, Pages 12-17

  Abatangelo, Anna ^a   Zanetti, Flavio ^a   Navarini, Luciano ^a   Kontrec, Darko ^b   Vinković, Vladimir ^b   Šunjić, Vitomir ^b  

^a POLYtech   (Italy)

^b RUDER BO KOVI INSTITUTE   (Croatia)

Author keywords

1,4 benzodiazepines; Chiral selector; Configurational stability; Silica bound brush type

Indexed keywords

3 CARBETHOXY 1,4 BENZODIAZEPIN 2 ONE; BENZODIAZEPINE DERIVATIVE; SILICON DIOXIDE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; CHIRAL CHROMATOGRAPHY; CHIRALITY; CONFORMATION; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL;

EID: 0036135284     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10031     Document Type: Article

References (20)

1. Chiral 1,4-benzodiazepines. XI. Kinetics of degenerate nucleophilic exchange of C(3)-hydroxy group
2. Stereochemistry of the enzymatic 3-hydroxylation of 1,3-dihydro-2H-1,4-benzodiazepin-2-ones
3. HPLC separation of chiral benzo-1,4-diazepines
4. Acid-catalyzed nucleophilic substitution and racemization of 3-methoxy-N-desmethyldiazepam enantiomers in methanol
5. Substitution and racemization of 3-hydroxy- and 3-alkoxyl-1,4-benzodiazepines in acidic aqueous solutions
6. Stereoselective nucleophilic substitution of oxazepam and racemization in acidic methanol and ethanol
7. Racemization and stereoselective alcoholysis of temazepam
8. Enantiomer separation by gas chromatography on chiral stationary phases
9. On column enantiomerization of 3-hydroxybenzodiazepines during chiral liquid chromatography with optical rotation detection
10. Separation of enantiomers of benzodiazepines on the Chiral-AGP column
11. Changes in chiral selectivity with temperature for an ovomucoid protein-based column
12. Chiral 1,4-benzodiazepin-2-one, new template for enantioselective synthesis of α-aminoacids and their congeners
13. Base-catalyzed racemization of 3-O-acyloxazepam
14. Syn/anti diastereoselectivity in the aldol reaction of aldehydes with the C(3) carbanion of 1,3-dihydro-2H-1,4-benzodiazepin-2-one
15. Preparation and evaluation of chiral stationary phases based on N,N-2,4-(or 4,8)-disubstitted 4,5-(or 2,5)-dichloro-1,3-dicyanobenzene
16. Solid-phase synthesis of chiral stationary phases based on 2,4,5,6-tetrachloro-1,3-dicyanobenzene derivatives spaced from N-3,5-dinitrobenzoyl α-amino acids: Comparative study of their resolution ecacy
17. Lipase catalyzed acetylation of 3-substituted 2,3-dihydro-1H-1,4-benzodiazepin-2-ones. Eect of temperature and conformation on enantio-selectivity and configuration
18. Peak coalescence phenomena in enantioselective chromatogaphy
19. First example of the solvent eect on absolute conformation of chiral 3,3-disubstituted 1,4-benzodiazepine-2-ones