Method for the production of ceftobiprole medocaril

摘要

The present invention relates to a method for the production of organic compounds, in particular sodium (6R,7R)-7-[(Z)-2-(5-amino-[1,2,4]thiadiazol-3-yl)-2-hydroxyimino-acetylamino]-8-oxo-3-[(E)-(R)-1′-(5-methyl-2-oxo-[1,3]-dioxol-4-ylmethoxycarbonyl)-2-oxo-[1,3′]bipyrrolidinyl-3-ylidenemethyl]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (ceftobiprole medocaril), and compounds of the general formula (1) and of the general formula (2), the compounds themselves and intermediates in the production according to the invention.

主权项

1. A method for the production of a compound of the formula (1)comprising at least the following steps (a) and (b):
(a) reacting a compound of the formula (3)wherein Q1 and Q2 independently of each other represent a silyl group or wherein Q1 represents a hydrogen atom and Q2 represents a silyl group, with a compound of the formula (4)wherein R represents a 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethoxycarbonyl group, to produce a compound of the formula (5)and (b) reacting the compound of the formula (5) with a compound of the formula (6)wherein R1 represents a hydroxy-protective group and Y represents an activating functionality, wherein after removal of the protective group, if Q1 represents a silyl group, to produce a compound of the formula (7)and
(c) converting the compound of the formula (7) into the compound of the formula (1), wherein step (a) is carried out in the presence of a silylating agent and an epoxide.