Back to results
US 5,631,366 AGranted
Process for making 3-formylcephem derivatives
AssigneeHoffmann-La Roche Inc.
InventorsBruno Lohri, Peter Vogt
Life of this patent
Estimating the term…
Abstract
The present invention is concerned with a novel process for the making of a compound of formula I ##STR1## by oxidizing the corresponding 3-hydroxymethyl-cephem derivative with an inorganic hypohalite or inorganic halite in the presence of compounds of formula III ##STR2## is wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, and Y are as defined herein. The process is useful for providing 3-formyl-cephem compounds useful in the making of cephalosporin derivatives.
Claims34
A process for making a compound of formula I ##STR18## wherein R.sup.1 is hydrogen or an amino protecting group;
- R.sup.2 is hydrogen or an amino protecting group;
- and
- R.sup.3 is a carboxylic acid protecting group;
- comprising oxidizing a compound of formula II ##STR19## wherein R.sup.1, R.sup.2 and R.sup.3 are defined as above, with an inorganic hypohalite or inorganic halite in the presence of a compound of formula III ##STR20## wherein R.sup.4 is lower alkyl;
- R.sup.5 and R.sup.6 either are both hydrogen or are both lower alkoxy or one of R.sup.5 and R.sup.6 is hydrogen and the other of R.sup.5 and R.sup.6 is hydroxy, lower alkoxy, alkylcarbonyloxy, arylcarbonyloxy or NH--CO-lower-alkyl;
- or R.sup.5 and R.sup.6 taken together are a ketal group selected from a formula IVa-IVc ##STR21## R.sup.7 is lower alkyl;
- Y is a group selected from a formula Va-Vc ##STR22## and X.sup.- is an anion, and thereafter recovering the compound of formula I.
4 more elements
Dependencies are inferred from the claim text.