Basilea Pharmaceutica International Ltd.

Switzerland

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IPC Class
C07D 501/34 - Methylene radicals, substituted by oxygen atomsLactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings 3
C07D 501/04 - Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents 1
Found results for  patents

1.

Oxidation process for preparing 3-formyl-cephem derivatives

      
Application Number 14680548
Grant Number 09499566
Status In Force
Filing Date 2015-04-07
First Publication Date 2015-08-06
Grant Date 2016-11-22
Owner Basilea Pharmaceutica International (Switzerland)
Inventor Maria Vervest, Ivan Joseph

Abstract

The present invention relates to an improved process for oxidizing 3-hydroxy-methyl-cephem derivatives to the corresponding 3-formyl-cephem derivatives. In particular this oxidation process is for the preparation of 7-[2-(5-amino-[1,2,4]thia-diazol-3-yl)-2-hydroxyimino-acetylamino]-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid derivatives of formula (I) using a combination of a hypervalent iodine oxidizing agent of the type 10-I-3 such as bis(acetoxy)iodo-benzene (BAIB) and a catalyst such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). These compounds of formula (I) are intermediates in the synthesis of ceftobiprole.

IPC Classes  ?

  • C07D 501/04 - Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
  • C07D 501/34 - Methylene radicals, substituted by oxygen atomsLactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings

2.

Oxidation process for preparing 3-formyl-cephem derivatives

      
Application Number 13696151
Grant Number 09006422
Status In Force
Filing Date 2011-05-09
First Publication Date 2013-03-14
Grant Date 2015-04-14
Owner Basilea Pharmaceutica International Ltd. (Switzerland)
Inventor Vervest, Ivan Joseph Maria

Abstract

The present invention relates to an improved process for oxidizing 3-hydroxy-methyl-cephem derivatives to the corresponding 3-formyl-cephem derivatives. In particular this oxidation process is for the preparation of 7-[2-(5-amino-[1,2,4]thia-diazol-3-yl)-2-hydroxyimino-acetylamino]-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid derivatives of formula (I) using a combination of a hypervalent iodine oxidizing agent of the type 10-I-3 such as bis(acetoxy)iodo-benzene (BAIB) and a catalyst such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). These compounds of formula (I) are intermediates in the synthesis of ceftobiprole.

IPC Classes  ?

  • C07D 501/34 - Methylene radicals, substituted by oxygen atomsLactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings

3.

OXIDATION PROCESS FOR PREPARING 3-FORMYL-CEPHEM DERIVATIVES

      
Application Number EP2011057404
Publication Number 2011/141415
Status In Force
Filing Date 2011-05-09
Publication Date 2011-11-17
Owner BASILEA PHARMACEUTICA INTERNATIONAL LTD. (Switzerland)
Inventor Vervest, Ivan, Joseph, Maria

Abstract

The present invention relates to an improved process for oxidizing 3-hydroxy-methyl-cephem derivatives to the corresponding 3-formyl-cephem derivatives. In particular this oxidation process is for the preparation of 7-[2-(5-amino-[1,2,4]thia-diazol-3-yl)-2-hydroxyimino-acetylamino]-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid derivatives of formula (I) using a combination of a hypervalent iodine oxidizing agent of the type 10-I-3 such as bis(acetoxy)iodo-benzene (BAIB) and a catalyst such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). These compounds of formula (I) are intermediates in the synthesis of ceftobiprole.

IPC Classes  ?

  • C07D 501/34 - Methylene radicals, substituted by oxygen atomsLactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings