3P-Hydroxy-25D-spirost-5-ene (11) has been transformed into its 6methyl derivative (cf. VI) by two methods. Its degradation gave 3P-acetosy-6-methylpregna-5 : 16-dien-20-one (VIII; R = Ac), which was transformed into 6-metliylpregnenolone (VII; R = H).Oppenauer oxidation of the last compound gave Ga-methyl-17a-pregn-4ene-3 : 20-dione and a smaller quantity of 6a-methylprogesterone (X; R = ---Me, -H). The last compound was independently obtained from pregnenolone.The 16-dehydro-derivative (IV) of 6a-methylprogesterone has been prepared.
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