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Preparation of ethynyloestradiol-4-14C

✍ Scribed by G. Cooley; I. A. Harris

Publisher
John Wiley and Sons
Year
1969
Tongue
French
Weight
182 KB
Volume
5
Category
Article
ISSN
0022-2135

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✦ Synopsis

Oe~trone-4-~~C in dimethyl sulphoxide solutioii has been treated with lithium acetylide (ethylene diamine complex) to give ethynyl-oestradi01-4-~~C.

INTRODUCTION.

Ethynyloestradiol-4-14C of specific activity 40 pc/mg was required for clinical evaluation. Although the preparation of ethynyloestradi01-6,7-~H and two of its 3 ethers has been reported (l), we are not aware of any publication dealing with laclabelled ethynyloestradiol.

Classical methods employed for the condensation of acetylene with 17-keto steroids (2, 39 4, are not easily adaptable to small scale studies and an alternative method of preparation was therefore sought. The use of the stable lithium acetylide-ethylene diamine complex appeared to offer an attractive source of acetylide ion and, indeed, proved eminently satisfactory in the work to be described.

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