Ceftibuten: † Development of a Commercial Process Based on Cephalosporin C. Part IV. Pilot-Plant Scale Electrochemical Reduction of 3-Acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic Acid 1(S)-Oxide

This contribution describes the operation of a pilot plant for the production of 3-exomethylene-7(R)-glutaroylaminocepham-4-carboxylic acid 1(S)-oxide (4a) by the electrochemical reduction of 3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid 1(S)-oxide (3a). This conversion is a key ste...

Full description

Saved in:
Bibliographic Details
Published in:Organic process research & development 2002-03, Vol.6 (2), p.178-183
Main Authors: Chai, Dennis, Genders, David, Weinberg, Norman, Zappi, Guillermo, Bernasconi, Ermanno, Lee, Junning, Roletto, Jacopo, Sogli, Loris, Walker, Derek, Martin, Charles R, Menon, Vinod, Zelenay, Piotr, Zhang, Haiyan
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:This contribution describes the operation of a pilot plant for the production of 3-exomethylene-7(R)-glutaroylaminocepham-4-carboxylic acid 1(S)-oxide (4a) by the electrochemical reduction of 3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid 1(S)-oxide (3a). This conversion is a key step in a new process for the production of Ceftibuten (1). The scale-up of the electrochemical reduction was demonstrated using a commercial flow-cell. The use of a novel type of extended-area tin cathode, which had been shown on a laboratory scale to produce significant improvements in the process, was successfully implemented in an ICI FM21-SP commercial-scale electrochemical reactor.
ISSN:1083-6160
1520-586X
DOI:10.1021/op010072q