Premium
Präparative chromatographische Enantiomerentrennung von synthetisch nützlichen cyclischen Acetalen
Author(s) -
Seebach Dieter,
Müller Stefan G.,
Gysel Urs,
Zimmermann Jürg
Publication year - 1988
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19880710541
Subject(s) - chemistry , glycolic acid , thioglycolic acid , chromatography , enantiomer , high performance liquid chromatography , resolution (logic) , glycine , organic chemistry , amino acid , lactic acid , biochemistry , genetics , artificial intelligence , bacteria , computer science , biology
Preparative Chromatographic Resolution of Synthetically Useful Cyclic Acetals Racemic cyclic acetals derived from aldehydes and glycine, glycolic acid, thioglycolic acid, formylacetic acid, and acetoacetic acid (oxazolidinones 4 – 13 , dioxolanones 14 , 15 , oxathiolanone 16 , dioxinones 17 – 23 ) are resolved by preparative high‐pressure liquid chromatography on silica gel coated with the polymer from N ‐acryloylphenylalanine ethyl ester ( Chiraspher ®). The separation factors α range from1,1 to 2,4. Use of a Prepbar ®‐chromatography system allows injection of several grams at a time. The enantiomeric acetals thus obtained are fully characterized. First application to amino‐acid synthesis are mentioned.