Original scientific paper

Synthetic Studies in the Chloramphenicol Series. IV* Synthesis of threo-DL-Chloramphenicol Base from DL-Serine Methyl Ether

D. Fleš ; Research Department, »Pliva « Pharmaceutical and Chemical Works, Zagreb, Croatia, Yugoslavia
B. Balenović ; Research Department, »Pliva « Pharmaceutical and Chemical Works, Zagreb, Croatia, Yugoslavia

Abstract

A synthesis of threo-DL-chloramphenicol base from a-bromo-B methoxy-propionic acid, an intermediate in the synthesis of DL-serine methyl ether is described. The synthesis is essentially the same as the one previously described for the preparation of threo-DL-chloramphenicol from DL-serine ethyl ether. However, the over-all yield of chloramphenicol base is much higher (6.9%, based on a-bromo-B-methoxy-propionic acid) mainly due to the high yield of a-phthalimido-B-methoxy-propiophenone, which was obtained in a yield of 63.5 %.

Keywords

Hrčak ID:

247919

URI

https://hrcak.srce.hr/247919

Publication date:

1.11.1955.

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