Neue β‐Lactam‐Antibiotika. Über Derivate der 3‐Hydroxy‐7‐amino‐ceph‐3‐em‐4‐carbonsäure. Modifikationen von Antibiotika, 10. Mitteilung [1]

Riccardo Scartazzini, H. Bickel

Helvetica Chimica Acta · 1974 · 40 citations · 9 references

Concepts

Abstract

Abstract 3‐Hydroxy‐ceph‐3‐em‐esters 5 a – c , versatile intermediates for the preparation of new β‐lactam antibiotics, were obtained by ozonolysis of the corresponding 3‐methylidene‐esters 3 a – c . Reduction and elimination gave the 3‐unsubstituted ester 13 ; derivatives 16 a – c and 20 – 22 resulted from O‐alkylation. The 3‐methoxy‐esters 16 a – c were converted into the corresponding acids 23 a – d . Several other transformations of the β‐ketoester system are described.

References

9