Journal of Medicinal Chemistry p. 632 - 637 (1984)
Update date:2022-07-29
Topics:
Quick, James
Herlihy, Patricia
Howes, John F.
A method for preparing a variety of 7-alkyl-6,7-didehydromorphinans from the corresponding 6-morphinanones is described.The key intermediates in this sequence are the 7-formyl derivatives.The two epimeric B/C-trans-7-(1-hydroxypentyl)morphinans (16a, b) are stereochemically similar to the endo-ethanotetrahydrooripavines and are extremely potent in the mouse writhing test.The corresponding B/C-cis-7-(1-hydroxypentyl)morphinans are inactive in this test.
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