Selective removal of phenolic hydroxyl groups of morphinan derivatives synthesis of rac. N‐formyl‐3‐methoxy‐6‐oxomorphinan (1)
- 1 January 1976
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 95 (2) , 43-44
- https://doi.org/10.1002/recl.19760950206
Abstract
The hydroxyl group of N‐formyl‐2‐hydroxy‐3‐methoxy‐6‐oxomorphinan (7) can be readily etherified with 5‐chloro‐1‐phenyltetrazole. The etherification of isomers with the hydroxyl group in position 4 scarcely takes place, if at all. Catalytic hydrogenolysis of the ether of 7 gives dehydroxylation of 7 to N‐formyl‐S‐methoxy‐6‐oxomorphinan (1).Keywords
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