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Radiolabelling of NNC 05-1869, a compound for treatment of diabetic neuropathy

✍ Scribed by Jacob S. Valsborg; Christian Foged


Publisher
John Wiley and Sons
Year
2002
Tongue
French
Weight
104 KB
Volume
45
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Synthesis of ^3^H‐, ^14^C‐ and ^125^I‐labelled NNC 05‐1869 is described. The ^3^H‐label was obtained by catalytic hydrogenation of a carbon–carbon double bond with tritium gas, which after purification yielded 470 µCi [^3^H]NNC 05‐1869 with a specific radioactivity of 36 Ci/mmol. ^14^C‐labelling was accomplished in three steps, including a chiral HPLC separation, starting from ethyl 3‐[carboxyl‐^14^C]piperidinecarboxylate (1). The overall radiochemical yield was 1.5 mCi of [carboxyl‐^14^C]NNC 05‐1869 (14%) with a specific radioactivity of 55 mCi/mmol. Electrophilic aromatic iododestannylation of the tin‐precursor NNC 47‐4310 with Na^125^I resulted in a cis/trans mixture, which was separated on RP‐HPLC to give the two isomers in 20% and 22%, yield, respectively. Copyright © 2002 John Wiley & Sons, Ltd.