Unusual high enantioselectivity by a new HPLC chiral stationary phase

Tetrahedron Letters

Volumn 38, Issue 11, 1997, Pages 1943-1946

  Hyun, Myung Ho ^a   Min, Chung Sik ^a  

^a Pusan National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE;

ARTICLE; CHIRALITY; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR RECOGNITION; STEREOISOMERISM;

EID: 0031575731     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00229-3     Document Type: Article

References (19)

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17. 9. The detailed synthetic procedure will be discussed elsewhere. CSP 1 was also useful in separating another kind of π-acidic racemates such as 3,5-dinitroanilide derivatives of α-arylpropionic acids. These will be reported elsewhere. Elemental analysis of CSP 1 (Found % C, 6.55; % H, 0.75; % N, 0.72) showed a loading of 0.27 mmole (based on C) or 0.26 mmole (based on N) of chiral selector per gram of stationary phase. The bonded phase was slurried in methanol and packed into a 250 x 4.6 mm I.D. stainless steel column using a conventional slurry packing method and then the unreacted residual silanol groups of the bonded phase were protected by eluting a solution of 2 mL of hexamethyldisilazane in 50 mL of dichloromethane through the column.
18. 10. Two CSPs derived from proline and leucine which are derivatized with strong π-basic aromatic functional groups have been reported to resolve under certain conditions racemic amides of N-(3,5-dinitrobenzoyl)-leucine with even greater enantioselectivity. (a) Pirkle, W. H.; Murray, P.G. J. Chromatogr. 1993, 6, 11-19.
19. (b) Pirkle, W. H.; Bowen, W. E. J. High Resoln Chromatogr. 1994, 17, 629-633.