Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Steroid Studies. XII. On the Methylation of 3-Oxosteroids. (2).
津田 恭介野副 重男
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1959 年 7 巻 2 号 p. 238-240

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Formylation of progesterone (I) gives the 2, 21-bis (hydroxymethylene) compound (II) and 2-hydroxymethylene compound (III). Methylation of (III) and subsequent deformylation affords 2α-methylprogesterone (V). Formylation of the 5α-dihydro compound (VIII) of (I) results in the sole formation of the 2-hydroxymethylene compound (IX), and its methylation followed by deformylation gives the 2α-methyl derivative (VI). On the contrary, the 5β-dihydro compound (X) of (I) affords only the 4, 21-bis (hydroxymethylene) compound (XI).

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