Patent · US Expired

Process for making antimicrobial quinolonyl lactams

US5281703A · kind A · utility

16Cited by
0References
17Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMay 7, 1993
Grant dateJan 25, 1994
Priority date
Expiry dateMay 7, 2013

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention provides methods of making compounds of the structure EQU [Q-L.sup.1 ]-L-[L.sup.2 -B[ wherein PA1 (I) Q is a quinolone moiety; PA1 (II) B is a beta-lactam moiety; PA1 (III) L, L.sup.1, and L.sup.2 together comprise a carbamate-containing linking moiety comprising the steps of: PA1 (1) Reacting a lactam compound of the formula B-L.sup.4 -H with phosgene to form an intermediate compound of the formula B--L.sup.4 --C(=O)--Cl, where L.sup.4 is oxygen; and PA1 (2) Coupling said intermediate compound with a quinolone compound of the formula Q-L.sup.3 -R.sup.44 ; wherein L.sup.3 is nitrogen; R.sup.44 is hydrogen, Si(R.sup.45).sub.3, or Sn(R.sup.45).sub.3 ; and R.sup.45 is lower alkyl. Preferably, the process additionally comprises steps prior to the reacting and coupling steps where esters of the lactam and quinolone compounds are made. Also preferably, the coupling step comprises adding a solution containing the quinolone compound to a solution containing the intermediate compound. The process steps are also preferably performed at a temperature of from about -80.degree. C. to about 0.degree. C. Preferred antimicrobial compounds made by these processes are those whe…

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.