CHIRAL DISCRIMINATION IN NONRACEMIC MIXTURES OF METHANEPHOSPHONIC ACID, N,N'-BIS(1-PHENYLETHYL)DIAMIDES

Authors
OURYUPIN AB KADYKO MI PETROVSKII PV FEDIN EI
Citation
Ab. Ouryupin et al., CHIRAL DISCRIMINATION IN NONRACEMIC MIXTURES OF METHANEPHOSPHONIC ACID, N,N'-BIS(1-PHENYLETHYL)DIAMIDES, Chirality, 6(1), 1994, pp. 1-4
Citations number
14
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chirality → ACNP
ISSN journal
08990042
Volume
6
Issue
1
Year of publication
1994
Pages
1 - 4
Database
ISI
SICI code
0899-0042(1994)6:1<1:CDINMO>2.0.ZU;2-Q
Abstract
Enantiomeric (S, S)- and (R,R)-bis(1-phenylethyl)diamidomethylphosphon ates, the phosphorus atom being prochiral, have been synthesized, star ting from the methanephosphonic acid dichloride and corresponding chir al amines. The splitting observed in the P-31-NMR spectra of their non racemic mixtures may be accounted for the self-discrimination of chira l species. This effect can be very useful for enantiomeric analysis of amines based on coupling reactions with methanephosphonic acid dichlo ride. (C) 1994 Wiley-Liss, Inc.