Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...
Patent
1991-07-22
1992-04-21
Berch, Mark L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Unsubstituted hydrocarbyl chain between the ring and the -c-...
C07D20508, C07D205085, C07D48704
Patent
active
051069687
ABSTRACT:
1-Carbapenam-2-one-3-carboxylic acid and 1-carba-3-hydroxy-3-cephem-4-carboxylic acid and esters thereof are provided by a process comprising a rhodium C.sub.2 -C.sub.10 carboxylate catalyzed cyclization of an ester of a 4-(1-alkoxy- or 1-substituted alkoxy)-2-oxo-4-azetidinyl)-.beta.-ketobutyric acid and an ester of a 5-(1-alkoxy- or 1-substituted alkoxy-2-oxo-4-azetidinyl)-.alpha.-diazo-.beta.-ketovaleric acid respectively. The process is carried out in an inert organic solvent at a temperature between about 15.degree. C. and about 85.degree. C. The 1-carba bicyclic .beta.-lactams are intermediates for preparing antibiotics.
REFERENCES:
Williams, Tet. Letters 31(13) 1807-10 (1990).
Miller Marvin J.
Williams Matthew A.
Berch Mark L.
Scanlon William B.
University of Notre Dame du Lac College of Science
Whitaker Leroy
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