Abstract
3β-Hydroxy-4-androsten-17-one was prepared from 4-androsten-3, 17-dione according to the method of Klimstra and Colton (1) and dimerized by means of esterification with succinic acid. The reduction with lithium-tri-t-butoxyaluminium hydride gave a testosterone derivative coupled between C 3-C 3 which showed after a single Injection of 10 mg a protracted but relatively weak androgenic effect in castrated male rats. The direct esterification of testosterone hemisuccinate with 4-androsten-3β,17β-diol gave the testosterone derivative coupled between C 17-C 3 which showed a more even and more protracted time response curve than testosterone enanthate. The testosterone-ethynodiol succinate also coupled between C 17-C 3, showed an androgenic depot-effect similar to that of the dimeric C 17-C 3 testosterone derivative.
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