Elimination of the 4-hydroxyl group of the alkaloids related to morphine—II
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Add time:07/16/2019 Source:sciencedirect.com
Dihydrothebaine-φ, dihydrothebainone-Δ5-enol methylether and dihydrothebainone were converted to the respective 4-phenylethers by Ullmann reaction in good yields. These phenylether derivatives were reduced to 4-desoxy compounds by sodium-liquid ammonia reduction.Clemmensen reduction of the phenylether and the desoxy derivatives gave (-)-3-methoxy-4-phenoxy-N-methyl-morphinan and (-)-3-methoxy-N-methylmorphinan respectively.
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