Syntheses of [2-14C]penem antibacterials; (FCE 22101 and FCE 22891)

Syntheses of [2-14C]penem antibacterials; (FCE 22101 and FCE 22891)

The synthesis of FCE 22101 (sodium (5R,6S)‐6‐[(1R)‐hydroxyethyl]‐2‐carbamoyloxymethylpenem‐3‐carboxylate) labelled with carbon‐14 in the 2‐position of the penem system ring was performed in eight steps, using sodium salt of [1‐14C]glycollic acid 1 as the labelled starting material. The final product...

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Veröffentlicht in:Journal of labelled compounds & radiopharmaceuticals 1987-01, Vol.24 (1), p.41-48
Hauptverfasser: Fontana, Erminia, Alpegiani, Marco, Perrone, Ettore, Vicario, Gian Piero
Format: Artikel
Sprache:eng
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[2-14C]penem system
antibacterial
FCE 22101
FCE 22891
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container_end_page 48
container_issue 1
container_start_page 41
container_title Journal of labelled compounds & radiopharmaceuticals
container_volume 24
creator Fontana, Erminia
Alpegiani, Marco
Perrone, Ettore
Vicario, Gian Piero
description The synthesis of FCE 22101 (sodium (5R,6S)‐6‐[(1R)‐hydroxyethyl]‐2‐carbamoyloxymethylpenem‐3‐carboxylate) labelled with carbon‐14 in the 2‐position of the penem system ring was performed in eight steps, using sodium salt of [1‐14C]glycollic acid 1 as the labelled starting material. The final product, penem [2‐14C]FCE 22101 11, was obtained in an overall radiochemical yield of 21%, 98% radiochemically pure and with a specific activity of 641 MBq/mmol (17.3 mCi/mmol). The acetoxymethyl ester FCE 22891 12 was prepared by condensation of 11 with bromomethyl acetate, with a yield of 41%.
doi_str_mv 10.1002/jlcr.2580240106
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The final product, penem [2‐14C]FCE 22101 11, was obtained in an overall radiochemical yield of 21%, 98% radiochemically pure and with a specific activity of 641 MBq/mmol (17.3 mCi/mmol). 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subjects [2-14C]penem system
antibacterial
FCE 22101
FCE 22891
title Syntheses of [2-14C]penem antibacterials; (FCE 22101 and FCE 22891)
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