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Identification of "17-Ketosteroid II" as i-Androsten-6-ol-17-one

Abstract

Dingemanse, Huis in 't Veld and Hartogh-Katz1 recently described the isolation from human urine of a compound, "17-ketosteroid II", which they suggested was an androsten-3(α)-ol-17-one. Many of the reactions reported for this substance indicated that it might be i-androsten-6-ol-17-one, which has already been obtained by Butenandt and Suranyi2 from the p-toluenesulphonate of dehydro-iso-androsterone. We have repeated the preparation of Butenandt and Suranyi, and have confirmed the properties recorded for this substance and for the corresponding diketone obtained on oxidation. The properties of "17-ketosteroid II" and i-androstenolone are compared in the accompanying table.

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References

  1. Dingemanse, E., Huisin 't Veld, L. G., and Hartogh-Katz, S., Nature, 161, 848 (1948).

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  2. Butenandt, A., and Suranyi, L. A., Ber., 75, 591 (1942).

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  3. Butenandt, A., and Dannenbaum, H., Z. physiol. Chem., 229, 192 (1934).

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  4. Rosenheim, O., Nature, 147, 776 (1941).

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BARTON, D., KLYNE, W. Identification of "17-Ketosteroid II" as i-Androsten-6-ol-17-one. Nature 162, 493–494 (1948). https://doi.org/10.1038/162493a0

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