Tributylstannane → HCID 68147202, compound

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Reaction Steps

8 g. of 17β-acetoxy-9-bromo-11β-fluoro-4-androsten-3-one is agitated at room temperature for 5 hours in 160 ml. of tetrahydrofuran with 20 ml. of tributyltin hydride with the addition of 10 mg. of α ,α'-azoisobutyrodinitrile. The solution is evaporated under vacuum; the residue is crystallized with hexane. The crystalline product is vacuum-filtered and chromatographed on silica gel for further purification. With ethyl acetate/hexane, 3.4 g. of 17β-acetoxy-11β-fluoro-4-androsten-3-one is obtained as the elution product; m.p. 165°-167° (decomposition). UV: ε239 = 16,400 (methanol).

Provenance & Evidence