Abstract: Starting from cis-2-butene-1,4-diol, via the 4,7-dihydro-1,3-dioxepin and trans-6-acylamino-5-chloro-1,3-dioxepans the novel tetrahydro-[1,3]-dioxepino[5,6-b]-azirines were synthesized, and therefrom the novel hypoglycaemically active N-sulfonyl-tetrahydro-[1,3]-dioxepino[5,6-b]azirines. The inventive compounds are valuable intermediates in the synthesis of other, biologically active substances.
Type:
Grant
Filed:
August 20, 1992
Date of Patent:
February 15, 1994
Assignees:
Pliva Handels GmbH, Pliva
Inventors:
Miljenko Dumic, Darko Filic, Mladen Vinkovi, Blanka Jamnicky
Abstract: The invention relates to novel 4-oxo-azetidine-2-sulfonic acids and their salts or the formula I ##STR1## wherein: R.sup.1 =hydrogen, halogen, phenylacetamido;R.sup.2 =hydrogen, halogen, phenylacetamido, phenoxyacetamido, phthalimido, 5-methyl-3-o-chlorophenyl-isoxazole-4-carboxamido;R.sup.3 =hydrogen, alkali metal, alkaline earth metal, quaternary ammonium group;R.sup.4 =hydrogen, SO.sub.2 O.sup.-+ NBu.sub.4 -n, (CH.sub.3).sub.2 C.dbd.C--COOCH.sub.3, (CH.sub.3).sub.2 C.dbd.C--COOCH.sub.2 -Ph, (CH.sub.3).sub.2 C.dbd.C--COOCH.sub.2 --C.sub.6 H.sub.4 --NO.sub.2 -p, (CH.sub.3).sub.2 C.dbd.C--COOCH.sub.2 --C.sub.6 H.sub.4 --CH.sub.3 -m.The products (I) may be used as intermediates in the synthesis of beta-lactamic antibiotics or as components in antimicrobial preparations.
Type:
Grant
Filed:
February 11, 1992
Date of Patent:
October 5, 1993
Assignee:
Pliva Handels GmbH
Inventors:
Mice Kovacevic, Zorica Mandic, Mirjana Tomic, Zinka Brkic, Jure J. Herak, Irena Lukic