Thiosteroids. XXV. Syntheses of the Epimers of Cholest-4-and-5-en-2, 3-episulfide and Related Compounds

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Cholest-4-en-2β, 3β-episulfide and the epimers of cholest-5-en-2, 3-episulfide were synthesized upon treatment of the corresponding thiocyanatohydrin acetate with alkali. However, synthesis of cholest-4-en-2α, 3α-episulfide in a similar way failed. This could be achieved successfully but in low yield by treatment of 3β-acetoxycholest-4-en-2α-ethyl xanthate with alkali. CD and ORD curves of these episulfides were studied.

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