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Rhodium catalyzed cyclization process for bicyclic .beta.-lactams

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posted on 2016-06-07, 00:00 authored by Marvin J MillerMarvin J Miller, Matthew A. Williams
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 alkxoy)-2-oxo-4-azetidinyl)-.alpha.-diazo-.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.0 C. The 1-carba bicyclic .beta.-lactams are intermediates for preparing antibiotics.

History

Patent Number

US 5051502 B2

Other Application

07/534,073

Inventor

Marvin J. Miller Matthew A. Williams

Inventor from Local Institution

Marvin J. Miller

Assignee

University of Notre Dame Du Lac

Date Modified

2016-06-07

Language

  • English

Claims

14

Publisher

United States Patent and Trademark Office

Cooperative Patent Classification Codes

C07D 477/04 (20130101); C07D 463/00 (20130101)

Contributor

Marvin J. Miller

International Patent Classification Codes

C07D 463/00 (20060101); C07D 477/00 (20060101); C07D 477/04 (20060101); C07D 205/085 (); C07D 205/08 (); C07D 487/04 ()

US Patent Classification Codes

540/205; 540/302; 540/355;

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