• Journal Article

Protection of the allylic alcohol double bond from catalytic reduction in the preparation of [1-H-3]morphine and [1-H-3]codeine

Citation

Seltzman, H., Roche, M., Laudeman, C., Wyrick, C., & Carroll, F. (1998). Protection of the allylic alcohol double bond from catalytic reduction in the preparation of [1-H-3]morphine and [1-H-3]codeine. Journal of Labelled Compounds and Radiopharmaceuticals, 41(9), 811-821.

Abstract

The t-butyldimethylsilylation of the allylic alcohol of 1-iodomorphine and 1-iodocodeine protects the double bond of these molecules from catalytic reduction while allowing the reduction of the aryl iodide. This selectivity has been applied to the preparation of tritiated morphine and codeine without complicating over reduction to the dihydromorphine and dihydrocodeine