Amylose phenylcarbamates

Mixed amylose 10-undecenoate/U is(3,5-dimetltyl-phenylcarbamate) bonded on silica gel [71] [56]... 

Chiracel OD CXi-Acid glycoprotein oq-Acid glycoprotein Amylose tris (3,5-dimethyoxy-phenylcarbamate)... 

Okamoto et al [85] performed the optical resolution of primaquine and other racemic drugs by high performance liquid chromatography using cellulose and amylose tris-(phenylcarbamate) derivatives as chiral stationary phases. Primaquine and other compounds were effectively resolved by cellulose and/or amylose derivatives having substituents such as methyl, tertiary butyl, or halogen, on the phenyl groups. 

Okamoto, Y., Aburatani, R., and Hatada, K. (1990) Chromatographic optical resolution on 3,5-disubstituted phenylcarbamates of cellulose and amylose, Bull. Chem. Soc. Jpn. 63, 955-957. 

Enomoto, N., Furukawa, S., Ogasawara, Y., Akano, H., Kawamura, Y., Yashima, E., and Okamoto, Y. (1996) Preparation of silica gel-bonded amylose through enzyme-catalyzed polymerization and chiral recognition ability of its phenylcarbamate derivative in HPLC, Anal. Chem. 68, 2798-2804. 

Polysaccharide phenylcarbamate derivatives have a great advantage for the easy preparation of a film (membrane), which can be used as a new device for the rapid separation of enantiomers through enantioselective adsorption [105]. Photoresponsive cellulose and amylose membranes bearing azobenzene residues... 

In a broad survey of various analytes about 80 of the compounds tested could be separated on the following four CSPs amylose tris(3,5-dimethylphenyl carbamate) (commercialized as Chiralpak AD), amylose tris[(S)-a-methylbenzyl carbamate] (Chi-ralpak AS), cellulose tris(3,5-dimethylphenyl carbamate) (Chiralcel OD), and cellulose tris(4-methyIbenzoate) (Chiralcel OJ), all coated onto the surface of macroporous y-aminopropyl silica. These columns behave excellently in non-aqueous HPLC mode, but they seem to be also well suitable for SFC separations. Other less widely used, but also commercially available polysaccharide-derived CSPs, e.g. cellulose triacetate, cellulose tribenzoate, and cellulose tricinnamate, or cellulose tris(phenylcarbamate), cellulose tris(4-chlorophenylcarbamate), cellulose tris(4-methylphenylcarbamate) selectors... 

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