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Azetidinone N-phosphonomethyl esters

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posted on 2016-06-07, 00:00 authored by Marvin J MillerMarvin J Miller
The invention provides azetidinones of the formula ##STR1## where R.sub.4 is hydrogen, amino or protected amino; R.sup.0 is H when R.sub.4 is amino or protected amino, or C.sub.1 -C.sub.4 alkyl when R.sub.4 is H; R.sub.1 is H, CH.sub.3, --CH.sub.2 --.sub.n Y where Y is OH, protected OH, --CH.sub.2 OH, protected --CH.sub.2 OH, halogen, COOH or protected COOH; n is 1 or 2; --CH.sub.2 --C(O)SR.sub.1 ' where R.sub.1 ' is e.g., C.sub.1 -C.sub.4 alkyl; R.sub.2 is H or protecting group and R.sub.3 is e.g., alkyl or phenyl. The azetidinones obtained are useful intermediates to carbapenems and carbacephems and monocyclic antibacterials, e.g., .alpha.-(dialkylphosphono)-[[3.beta.-[2-(2-aminothiazol-4-yl)-2-(syn)metho xyiminoacetylamino]azetidin-2-one-1-yl]]acetic acid and pharmaceutically acceptable salts thereof.

History

Patent Number

US 4820815 B2

Other Application

07/091,804

Inventor

Marvin J. Miller

Inventor from Local Institution

Marvin J. Miller

Assignee

University of Notre Dame Du Lac

Date Modified

2016-06-07

Language

  • English

Claims

17

Publisher

United States Patent and Trademark Office

Cooperative Patent Classification Codes

C07F 9/65583 (20130101); C07F 9/5683 (20130101)

Contributor

Marvin J. Miller

International Patent Classification Codes

C07F 9/00 (20060101); C07F 9/568 (20060101); C07F 9/6558 (20060101); C07F 009/65 ()

US Patent Classification Codes

540/200; 540/205; 540/363; 540/364; 548/112; 548/406; 548/413; 560/169; 560/170; 562/564; 562/567; 987/368;

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