THE SYNTHESIS OF D,L P-VINYLPHENYLGLYCINE BY AMIDOALKYLATION, AND ITSREACTIONS

Authors
SHEFFERDEENOOR S BENISHAI D
Citation
S. Shefferdeenoor et D. Benishai, THE SYNTHESIS OF D,L P-VINYLPHENYLGLYCINE BY AMIDOALKYLATION, AND ITSREACTIONS, Tetrahedron, 50(23), 1994, pp. 7009-7018
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
23
Year of publication
1994
Pages
7009 - 7018
Database
ISI
SICI code
0040-4020(1994)50:23<7009:TSODPB>2.0.ZU;2-Z
Abstract
Amidoalkylation of (2-chloroethyl)benzene or (2-bromoethyl)benzene wit h alpha-hydroxyhippuric acid and N-methoxycarbonyl alpha-hydroxyglycin e, followed by dehydrohalogenation, affords N-protected p-vinylphenylg lycines. Transformation of the vinyl group leads to yl-p-[1-(methoxyca rbonylamino)ethyl]phenylglycine, N-methoxycarbonyl-p-(epoxyethyl) phen ylglycine, N-methoxycarbonyl-p-formyl phenylglycine and N-methoxycarbo nyl-p-carboxy phenylglycine. The deprotection of these compounds is de scribed.