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Bisphosphonic compounds. I. Preparation of 13C- and 14C-labelled clodronate

✍ Scribed by Vepsäläinen Jouko; Nupponen Heikki; Pohjala Esko

Publisher
John Wiley and Sons
Year
1991
Tongue
French
Weight
229 KB
Volume
29
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Tetrakis(1‐methylethyl) (methylene‐^13^C)bisphosphonate was obtained from ^13^C‐methyliodide via the Michaelis‐Arbuzov reaction with tris(1‐methylethyl)phosphite followed by condensation with chlorophosphonic acid bis(1‐methylethyl)ester. Tetrakis(1‐methylethyl) (methylene‐^14^C)bisphosphonate was prepared from ^14^C‐dibromomethane via the Michaelis‐Arbuzov reaction with excess of tris(1‐methylethyl)phosphite. Both of these labelled tetraesters were chlorinated with NaOCl, hydrolysed with HCl and neutralized with NaOH similarly. The overall yield of ^13^C‐clodronate, (dichloromethyl one‐^13^C)bisphosphonic acid disodium salt tetrahydrate, was 71% with 99.5% isotopic and 99.8% chemical purity. The overall radiochemical yield of ^14^C‐clodronate was 9.8%.

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