Chiral separations by HPLC on immobilized polysaccharide chiral stationary phases.

Chiral separations by HPLC on immobilized polysaccharide chiral stationary phases.

Methods in molecular biology (Clifton, N.J.) (2013-01-04)

Imran Ali, Zeid A Al-Othman, Hassan Y Aboul-Enein

ABSTRACT

Immobilized polysaccharide chiral stationary phases (CSPs) are a new development in chiral chromatography with increasing importance for the resolution of racemic compounds. These CSPs can be used with solvents traditionally applied for the classical coated polysaccharide CSPs as well as solvents that were "forbidden" for the coated phases such as tetrahydrofuran, chloroform, dichloromethane, acetone, 1,4-dioxane, ethylacetate, and certain ethers. However, these forbidden solvents may be required for the determination of the chiral recognition mechanism. Therefore, the immobilized CSPs are effective for the evaluation of chiral recognition mechanisms. Furthermore, immobilized chiral columns are also useful for monitoring the progress of stereospecific synthetic reactions which are normally performed in such solvents. The present chapter describes the detailed experimental protocol of a chiral resolution on immobilized polysaccharides CSPs by HPLC.

MATERIALS

Product Number

Brand

Product Description

723851

Supelco

Dichloromethane solution, contains 10 % (v/v) methanol

270997

Sigma-Aldrich

Dichloromethane, anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer

66742

Supelco

Dichloromethane, Selectophore^™, ≥99.5%

02575

Supelco

Dichloromethane, analytical standard

439223

Sigma-Aldrich

Dichloromethane, suitable for HPLC, ≥99.9%, contains 40-150 ppm amylene as stabilizer

D65100

Sigma-Aldrich

Dichloromethane, contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

24233

Sigma-Aldrich

Dichloromethane, puriss., meets analytical specification of Ph. Eur., NF, ≥99% (GC)

494453

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Dichloromethane, biotech. grade, 99.9%, contains 40-150 ppm amylene as stabilizer

320269

Sigma-Aldrich

Dichloromethane, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

32222

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Dichloromethane, puriss. p.a., ACS reagent, reag. ISO, ≥99.9% (GC)

650463

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Dichloromethane, HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%, contains 50-150 ppm amylene as stabilizer

34856

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Dichloromethane, suitable for HPLC, ≥99.8%, contains amylene as stabilizer

676853

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Dichloromethane, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

401757

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Tetrahydrofuran, anhydrous, ≥99.9%, inhibitor-free

631833

Supelco

1,4-Dioxane solution, suitable for NMR (reference standard), 5 mM in benzene-d₆ (99.6 atom % D), NMR tube size 3 mm × 8 in.

611905

Sigma-Aldrich

1,4-Dioxane solution, suitable for NMR (reference standard), 40% in benzene-d₆ (99.6 atom % D), chromium(III) acetylacetonate 5 mg/mL, NMR tube size 5 mm × 8 in.

612073

Sigma-Aldrich

1,4-Dioxane solution, suitable for NMR (reference standard), 40% in benzene-d₆ (99.6 atom % D), chromium(III) acetylacetonate 5 mg/mL, NMR tube size 3 mm × 8 in.

296309

Sigma-Aldrich

1,4-Dioxane, anhydrous, 99.8%, contains <=25 ppm BHT as stabilizer

684228

Sigma-Aldrich

1,4-Dioxane solution, suitable for NMR (reference standard), 40% in benzene-d₆ (99.6 atom % D), NMR tube size 10 mm × 8 in.

87369

Supelco

Tetrahydrofuran, Selectophore^™, ≥99.5%

78445

Supelco

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