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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1470210Erstellt: 26. Oktober 2026

Water → Cefixime

https://huagongshe.com/reaction/1470210

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDichloromethaneHCID 6344—
Eduktmethylsulfonyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]iminoacetateHCID 90407632—
EduktHCID 178436965HCID 178436965—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
ProduktCefiximeHCID 5362065—

Reaktionsschritte

A reactor is charged with (6R,7R)-4-methoxybenzyl 7-((Z)-(2-hydroxybenzylidene)amino)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (1 eq), water (6-9 weight % relative to the Schiff base), (Z)-2-(2-aminothiazol-4-yl)-2-((2-(tert-butoxy)-2-oxoethoxy)imino)acetic methanesulfonic anhydride (2.5 eq) and dichloromethane (1.75 mL per gram of Schiff base). The mixture is stirred for three hours at room temperature, then added to methyl tertiary butyl ether over the course of 2-3 hours, resulting in the formation of a solid. The solid is filtered and the filter cake was washed with additional methyl tertiary butyl ether. The filtered solid is deprotected using conventional methods and dried under vacuum to yield the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09006421B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-3200251d10ad4b95b0010ee20297c9ed
Quellennotizuspto-grants-2015_04