摘要 |
Families of antagonist-agonists and opiate narcotics are produced from norhydroc odeinone. In a preferred embodiment, norhydrocodeinone is refluxed with sulfosalicyclic dimethylketal and delta-6-eno l ether derivatives and is then converted entirely to the ether by the addition of dry tetrahydrofuran simultaneously with the remo val of the thus produced ether. The ether is then reacted with methanesulfonic acid and N-bromoacetamide to form the hydrobromide salt of the 7-bromodimethylketal derivative. From this derivative, a variety of products can be derived, including the novel further intermediate 14 hydroxynorcodeinone. The present invention enables derivation using a starting material which, unlike the starting materials of prior art processes, is available in the natural (-) or synthetic (+) form. Thus, the method of the pres ent invention provides the only known route for the synthesis of (+) forms of various derivatives and intermediates, such as (+)-7-b romo-dimethylketal nordihydrocodeinone.
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