Basilea Pharmaceutica Ag

Lin Xu

Marc Muller

Franck Hubert Danel

Tong Xie

Berangere Gaucher

Xiaohu Tang

Xiaoping Wu

Bérangère Gaucher

The present invention relates to antibacterial compounds of formula I: wherein all variable substituents are defined as described herein, which are useful for the treatment of bacterial infections.

Tricyclic antibiotics

C1-C6Alkyloxy- or benzyloxy-carbonyl esters of -{3-[(E)-(1-phenyl or naphthyl C1-C4alkyl)-imino]-propyl}-amino)-acetic acid, which are intermediates for producing known bridged monobactam compounds useful in the treatment of bacterial infections.

Bridged monobactam intermediates

A process for manufacturing a compound of Formula (I) which has cis-conformation and wherein R1 represents a 1-phenyl-C-Calkyl or 1-naphthyl-C-Calkyl group, wherein the phenyl or naphthyl moiety of R1 is unsubstituted or substituted with one or more C-Calkoxy groups and the carbon atoms in 2-, 3-, and/or 4-position of the alkyl part of R1 are, independently of the phenyl or naphthyl moiety of R1 and independently of one another, unsubstituted or substituted with C-Calkoxy and/or silyloxy or, preferably, are unsubstituted or substituted with one C-Calkoxy group and/or silyloxy group per carbon atom, and R2 represents a C-Calkyl group or an unsubstituted or substituted benzyl group, in which process a compound of Formula (II) wherein R3 represents a C-Calkyl group or an unsubstituted or substituted benzyl group, and R1 and R2 have the same meaning as in formula (I); is treated with a base at a temperature of 0&#xb0; C. or less in a liquid aprotic solvent for a time period sufficient to obtain the compound of formula (I). 

Process for the manufacture of bridged monobactam intermediates

Disclosed is a process for the manufacture of a compound of formula (I) wherein Hal represents fluoro or chloro, and Rand Rrepresent, independently from one another, hydrogen or Hal; in which process a compound of formula (II) is converted to a corresponding alkyl, fluoroalkyl or aryl sulfonic acid ester, which is then reacted with an alkali metal nitrite in the presence of a suitable crown ether in a polar non-nucleophilic solvent at a temperature of &#x2212;10 to 50&#xb0; C. to give the compound of formula (I).

Process for the manufacture of epoxy triazole derivatives

Disclosed is a process for the manufacture of a compound of formula (I) whereinHal represents fluoro or chloro, and Rand Rrepresent, independently from one another, hydrogen or Hal; in which process a compound of formula (II) is converted to a corresponding alkyl, fluoroalkyl or aryl sulfonic acid ester, which is then reacted with an alkali metal nitrite in the presence of a suitable crown ether in a polar non-nucleophilic solvent at a temperature of &#x2212;10 to 50&#xb0; C. to give the compound of formula (I).

Growing community of inventors

Shanghai, China

Lin Xu