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ChemInform Abstract: Synthesis of HR 916 B: The First Technically Feasible Route to the 1-( Pivaloyloxy)ethyl Esters of Cephalosporins.

✍ Scribed by K. FLEISCHMANN; F. ADAM; W. DUERCKHEIMER; W. HERTZSCH; R. HOERLEIN; H. JENDRALLA; C. LEFEBVRE; P. MACKIEWICZ; J.-M. ROUL; T. WOLLMANN

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199705301

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Synthesis of HR 916 B: The First Technically Feasible Route to the 1-(Pivaloyloxy)ethyl Esters of Cephalosporins

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## Abstract An efficient synthesis of HR 916 B (4), the orally active 1‐(__RS__)‐(pivaloyloxy)ethyl prodrug ester of the cephalosporin cefdaloxime, was developed and applied on a multi‐kg scale. AMCA (8) was prepared by exchange of the acetoxy group of fermentation product ACA (7) with the nucleoph

ChemInform Abstract: Synthesis of HR 916

ChemInform Abstract: Synthesis of HR 916 K: An Efficient Route to the Pure Diastereomers of the 1-(Pivaloyloxy)ethyl Esters of Cephalosporins.

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Synthesis of HR 916 K: An Efficient Route to the Pure Diastereomers of the 1-(Pivaloyloxy)ethyl Esters of Cephalosporins. -Diastereomerically pure HR 916 K (VI), the 1(S)-pivaloyloxyethyl prodrug ester of the cephalosporin cefdaloxime, is synthesized and separated from the (R) diastereomer as HCl s

Synthesis of HR 916 K: An Efficient Rout

Synthesis of HR 916 K: An Efficient Route to the Pure Diastereomers of the 1-(Pivaloyloxy)ethyl Esters of Cephalosporins

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## Abstract HR 916 K (5), the 1‐(__S__)‐(pivaloyloxy)ethyl prodrug ester of the cephalosporin cefdaloxime, exhibits a significantly higher oral bioavailability than the 1‐(__R__) diastereomer HR 916 J. An efficient synthesis of HR 916 K was developed. The separation of the diastereomers was achieve