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Isolation of Oxo-Steroids under Neutral Conditions

Abstract

GIRARD'S reagent T (trimethylammonium hydrazide chloride)1 is extensively used for the separation of oxo-steroids from other steroids and particularly for purification of 17-oxo-steroids in extracts of acid- or enzyme-hydrolysed urine2. The method employed usually involves dissolving the material and Girard reagent in glacial acetic acid, and either heating the mixture for periods of up to 1 hr. or allowing it to stand overnight at room temperature. During this procedure destruction of labile steroids and some acetylation of hydroxy-steroids tend to occur (ref. 3 and unpublished observations).

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References

  1. Girard, A., and Sandulesco, G., Helv. Chim Acta, 19, 1095 (1936).

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  2. Pincus, G., and Pearlman, W. H., Endocrinol., 29, 413 (1941).

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  3. Brooks, R. V., Biochem. J., 68, 50 (1958).

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  4. Teitelbaum, C. L., J. Org. Chem., 23, 646 (1958).

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TAYLOR, W. Isolation of Oxo-Steroids under Neutral Conditions. Nature 182, 1735 (1958). https://doi.org/10.1038/1821735a0

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