Process Enabling and the Scale-Up of 6β-Hydroxymethylsulbactam and Its Esters

The optimization of the synthesis of 6β-hydroxymethylsulbactam is described. The primary challenge in this synthesis is the installation of the 6β-hydroxymethyl group with the proper stereochemistry. Engineering challenges associated with the addition of gaseous formaldehyde to a Grignard reagent at...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Organic process research & development 2005-07, Vol.9 (4), p.432-439
Hauptverfasser:	Norris, Timothy, Ripin, David H. Brown, Ahlijanian, Paul, Andresen, Brian M, Barrila, Mark T, Colon-Cruz, Roberto, Couturier, Michel, Hawkins, Joel M, Loubkina, Ioulia V, Rutherford, Jennifer, Stickley, Kurt, Wei, Lulin, Vollinga, Roel, de Pater, Robert, Maas, Peter, de Lange, Ben, Callant, Dominique, Konings, Jeroen, Andrien, Jean, Versleijen, Jos, Hulshof, Jos, Daia, Elena, Johnson, Natalka, Sung, David W. L
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	The optimization of the synthesis of 6β-hydroxymethylsulbactam is described. The primary challenge in this synthesis is the installation of the 6β-hydroxymethyl group with the proper stereochemistry. Engineering challenges associated with the addition of gaseous formaldehyde to a Grignard reagent at low temperature and a number of approaches to achieving the appropriate β-stereochemistry are presented.
ISSN:	1083-6160 1520-586X
DOI:	10.1021/op050047a