The Synthesis of (−)-4-Methyl-8-Chloro-Trans-1,2,3,4,4a,5,6,10b-Octahydrobenzo-[f]-Quinolin-3-One-[3-14C] (LY300502-14C) via a Circuitous Route

October 1994 in “ Journal of Labelled Compounds and Radiopharmaceuticals ”

Fengjiun Kuo, William J. Wheeler

LY300502 type I 5α-reductase androgenic alopecia benign prostatic hypertrophy

TLDR Scientists made a carbon-14 labeled version of a drug with a 48% yield and over 99% purity.

The document detailed the synthesis of a carbon-14 labeled version of LY300502, a selective inhibitor of type I 5α-reductase, which is relevant for conditions like benign prostatic hypertrophy and androgenic alopecia. The synthesis process, which involved a complex route starting from LY300502 and using ethyl chloroformate-[carbonyl-14C], resulted in a radiochemical yield of 48%. This labeled compound was intended for use in ADME studies on laboratory animals. The document included comprehensive experimental procedures and analytical data, confirming that the final product had a radiochemical purity exceeding 99% and a diastereotopic purity of 99.3%.

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