Discrimination of stereoisomers by one-dimensional 13 C NMR: All 16 stereoisomers of 4-hydroxy-α-tocopherol resolved

Peter P Lankhorst; Alexander L L Duchateau; Thomas Netscher

doi:10.1002/mrc.5202

Discrimination of stereoisomers by one-dimensional ¹³ C NMR: All 16 stereoisomers of 4-hydroxy-α-tocopherol resolved

Magn Reson Chem. 2021 Nov;59(11):1146-1153. doi: 10.1002/mrc.5202. Epub 2021 Aug 23.

Authors

Peter P Lankhorst¹, Alexander L L Duchateau¹, Thomas Netscher²

Affiliations

¹ DSM Biotechnology Center, DSM, Delft, The Netherlands.
² DSM Nutritional Products, Research and Development, Basel, Switzerland.

PMID: 34380173
DOI: 10.1002/mrc.5202

Abstract

All 16 resolved! A vitamin E-derived compound containing four chiral centers is the first example where all stereoisomers, that is, eight diastereomeric pairs of enantiomers, could be discriminated in a single NMR run. Measurement at 176 MHz in the presence of Pirkle's alcohol as a chiral solvating agent is a relatively robust, simple, easy-to-set-up, and fast method.

Publication types

Letter