A PRACTICAL PREPARATION OF (R)-N-BOC-2-METHYLPIPERIDINE AND (S)-N-BOC-2-METHYLPIPERIDINE

Citation
D. Doller et al., A PRACTICAL PREPARATION OF (R)-N-BOC-2-METHYLPIPERIDINE AND (S)-N-BOC-2-METHYLPIPERIDINE, Tetrahedron : asymmetry, 8(8), 1997, pp. 1275-1278
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
8
Issue
8
Year of publication
1997
Pages
1275 - 1278
Database
ISI
SICI code
0957-4166(1997)8:8<1275:APPO(A>2.0.ZU;2-U
Abstract
The resolution of (+/-)-2-methylpiperidine using D- and L-tartaric aci d followed by direct conversion of the intermediate tartrate salts to (R) and (S)-N-Boc-2-methylpiperidine is described. Also described is a n NMR protocol for assessing the optical purity of the intermediate ta rtrate salts as well as the free bases. The resolved enantiomers showe d an ee of >98% based on NMR integration. (C) 1997 Elsevier Science Lt d.