PRACTICAL SYNTHESIS OF SCHOLLKOPFS BIS-LACTIM ETHER CHIRAL AUXILIARY - 3S)-3,6-DIHYDRO-2,5-DIMETHOXY-3-ISOPROPYL-PYRAZINE

Authors
BULL SD DAVIES SG MOSS WO
Citation
Sd. Bull et al., PRACTICAL SYNTHESIS OF SCHOLLKOPFS BIS-LACTIM ETHER CHIRAL AUXILIARY - 3S)-3,6-DIHYDRO-2,5-DIMETHOXY-3-ISOPROPYL-PYRAZINE, Tetrahedron : asymmetry, 9(2), 1998, pp. 321-327
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
2
Year of publication
1998
Pages
321 - 327
Database
ISI
SICI code
0957-4166(1998)9:2<321:PSOSBE>2.0.ZU;2-0
Abstract
Practical methodology for the bis-O-methylation of (3S)-isopropyl-pipe razine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary 3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyra zine 1 has been developed. Monomethylated intermediates 5 and 6 are re ported for the first time. The gelling effects of 4 in a range of comm on solvents are also described. (C) 1998 Elsevier Science Ltd. kll rig hts reserved.