Preparation of ertapenem intermediates

Patent metadata

Field	Value
Publication number	US-9546171-B2
Application number	US-201314434550-A
Country	US
Kind code	B2
Filing date	Oct 11, 2013
Priority date	Oct 12, 2012
Publication date	Jan 17, 2017
Grant date	Jan 17, 2017

Abstract

The present invention relates to the preparation of compounds, in particular to the preparation of compounds which may be used as intermediates for the preparation of antibiotics, preferably carbapenem antibiotics, more preferably ertapenem, and salts thereof.

First claim

The invention claimed is:

1. A process for the preparation of a compound of formula (VI) or a salt thereof,

comprising a step d) of converting a crystalline compound of formula (I) or a solvate thereof

to the compound of formula (VI); wherein the PG residues are each and independently a protective group, which is capable of protecting a carboxylic acid function.

2. The process of claim 1 , wherein the compound of formula (VI) is the monosodium salt of formula (VII),

3. The process of claim 1 , wherein the compound of formula (I) is a compound of formula (Ia):

4. The process of claim 1 , further comprising a step b) of converting a compound of formula (IV) or a salt thereof

to a compound of formula (I) or a solvate thereof

wherein the PG residues are each and independently a protective group, which is capable of protecting a carboxylic acid function;
and a step c) of crystallizing the compound of formula (I) or a solvate thereof from a solution of the compound of formula (I).

5. The process of claim 4 , wherein the compound of formula (VI) is the monosodium salt of formula (VII),

6. The process of claim 4 , wherein the compound of formula (I) is a compound of formula (Ia):

7. The process of claim 1 , further comprising a step a) of reacting a compound of formula (II),

with a compound of formula (III) or a salt thereof,

to obtain a compound of formula (IV) or a salt thereof

and a step b) of converting the compound of formula (IV) or a salt thereof to a compound of formula (I) or a solvate thereof

wherein the PG residues are each and independently a protective group, which is capable of protecting a carboxylic acid function;
and a step c) of crystallizing the compound of formula (I) or a solvate thereof from a solution of the compound of formula (I).

8. The process of claim 7 , wherein the compound of formula (VI) is the monosodium salt of formula (VII),

Assignees

• Sandoz Ag

Inventors

• Lengauer Hannes
• Endl Birgit
• Felzmann Wolfgang

Classifications

• C07D477/20 Primary

  Sulfur atoms · CPC title

• C07D477/08 Primary

  Modification of a carboxyl group directly attached in position 2, e.g. esterification · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title