ACCURATE IN-SITU P-31(H-1) ASSAY OF ENANTIOPURITY IN ALPHA-HYDROXYPHOSPHONATE ESTERS USING A DIAZAPHOSPHOLIDINE DERIVATIZING AGENT-ZETA

Authors
DEVITT PG MITCHELL MC WEETMAN JM TAYLOR RJ KEE TP
Citation
Pg. Devitt et al., ACCURATE IN-SITU P-31(H-1) ASSAY OF ENANTIOPURITY IN ALPHA-HYDROXYPHOSPHONATE ESTERS USING A DIAZAPHOSPHOLIDINE DERIVATIZING AGENT-ZETA, Tetrahedron : asymmetry, 6(8), 1995, pp. 2039-2044
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
8
Year of publication
1995
Pages
2039 - 2044
Database
ISI
SICI code
0957-4166(1995)6:8<2039:AIPAOE>2.0.ZU;2-1
Abstract
A rapid, convenient and efficient in situ assay of enantiomeric excess in alpha-hydroxyphosphonate esters is reported exploiting P-31/{H-1} NMR analysis of the diastereoisomers formed upon condensation with a p hosphorochloridite reagent containing a chiral diazaphospholidine ring . Use of this chiral framewark affords chemical shift dispersions >5 p pm between diastereoisomers. Accurate integrations are thus possible o nce account is taken of differential n.O.e. effects and spin lattice T -1 relaxation rimes of the phosphorus nuclei.