Page 31 - Chiral Separation Techniques

6 1 Techniques in preparative chiral separations

adapt it to be resolved in a particular CSP. On these occasions, derivatization can
increase the chances of success in a given resolution [60].

Table 1-1. Preparative chiral separations.
Examples of Supplier or
Packing name Chiral selector (semi)preparative reference of the
applications CSP
CTA Crystalline cellulose triacetate [19,42,61–62] Daicel, Merck
TBC Cellulose tribenzoate beads [19,42] [42]
MMBC Cellulose tris(3-methylbenzoate) beads [19,42] [43]
PMBC Cellulose tris(4-methylbenzoate) beads [19,42] [43]

Chiralcel OD Cellulose tris(3,5-dimethylphenylcarbamate) [11,19,67,68] Daicel, [67,68]
coated on silica gel
Chiralcel OC Cellulose tris(phenylcarbamate) coated on silica gel [19] Daicel
Chiralcel OJ Cellulose tris(4-methylbenzoate) coated on silica gel [19] Daicel
Polysaccharides Chiralcel OB Cellulose tribenzoate coated on silica gel [19] Daicel
Chiralpak AD Amylose tris(3,5-dimethylphenylcarbamate) coated on [19,69] Daicel
silica gel
Chiralpak AS Amylose tris[1-(S)-phenylethylcarbamate] coated on [70] Daicel
silica gel
– Mixed cellulose 10-undecenoate/tris(3,5-dimethyl- [59,71] [51]
phenylcarbamate) bonded on silica gel
– Mixed amylose 10-undecenoate/tris(3,5-dimethyl- [71] [56]
phenylcarbamate) bonded on silica gel
Cyclodextrins Cyclobond I Cyclodextrin immobilized on silica gel [19,22,72] Astec
Hyd-β-CD Hydroxypropyl-β-cyclodextrin [23] Merck,[23]
DNBPG-co 3,5-Dinitrobenzoylphenylglycine covalently bonded [19,21,73–78] Regis
on silica gel
ChyRoSine-A 3,5-Dinitrobenzoyltyrosine butylamide [79] Sedere
Pirkle-1J 3,5-Dinitrobenzoyl-β-lactam derivative [80] Regis
Pirkle type α-Burke 2 Dimethyl N-3,5-dinitrobenzoyl-α-amino-2,2-dimethyl- [80] Regis
4-pentenyl phosphonate bonded to silica
ULMO N-dinitrobenzoyl-N’-undecenoyl-diphenylethanediamine [81] Regis
– Cis-3-(1,1-dimethylethyl)-4-phenyl-2-azetidinone [82] [82]
Quaternary ammonium derivative of 3,5-Dinitro-
benzoyl-L-leucine on α-zirconium phosphate [83] [83]
– (S)-N-undecenoylproline 3,5-dimethoxyanilide [80] [80]
bonded on silica gel
Poly-PEA Poly[(S)-N-acryloylphenylethylamine ethyl ester] [21,84,85] [84]
Polyacrylamides PolyCHMA Poly[(S)-N-methacryloyl-2-cyclohexylethylamine] [84] [84]
D-ChiraSpher Poly[(S)-N-acryloylphenylalanine ethyl ester] [11,23,86] Merck
Polystyrene-Prol L or D-proline bonded to polystyrene [87] [87]
LEC Chirosolve-pro L or D-proline bonded to polyacrylamide [88] UPS Chimie
2+
NucleosilChiral-1 L-hydroxyproline Cu complexes bonded on silica gel [33] Macherey-Nagel
Antibiotics Teicoplanin Chirobiotic T [89] Astec
Vancomicin Chirobiotic V [89] Astec