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Simple Analogues of Cortisone

Abstract

IN continuation of previous work from this Department1, some methyl-substituted analogues of 1-hydroxyacetylcyclohexanol have now been prepared. The previous method employed an α-hydroxy acid (II, R=H) obtained from its cyanohydrin (I, R = H). 2-Methylcyclohexanone cyanohydrin could not be hydrolysed to the corresponding acid (II, R=CH3), and although this acid was obtained by the oxidation of the corresponding 2-methyl-1-ethynylcyclohexanol (III, R=CH3), the low yields rendered the product unsuitable as a starting material. Hence, for further work the method was modified as follows:

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References

  1. Billimoria, J. D., and Maclagan, N. F., Nature, 67, 81 (1951); J. Chem. Soc., 3067 (1951).

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  2. Milas et al., J. Amer. Chem. Soc., 70, 1829 (1948). Heilbron et al., J. Chem. Soc., 2023 (1949).

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BILLIMORIA, J. Simple Analogues of Cortisone. Nature 170, 248–249 (1952). https://doi.org/10.1038/170248a0

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  • DOI: https://doi.org/10.1038/170248a0

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