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J Org Chem ; 68(5): 2010-3, 2003 Mar 07.
Article in English | MEDLINE | ID: mdl-12608825

ABSTRACT

A practical method for the conversion of tetrahydrothebaine to dihydromorphine in 92% yield is described. The procedure should allow more efficient production of opium products and may be easily modified for large-scale synthesis. The conversion of codeine to (8S)-8-bromomorphide, a potentially valuable intermediate to 6-demethoxyoripavine and derivatives, is also described. The absolute configuration of (8S)-8-bromomorphide was determined by a single-crystal X-ray diffraction study of the hydrobromide salt.


Subject(s)
Dihydromorphine/chemical synthesis , Morphine Derivatives/chemical synthesis , Catalysis , Chromatography, Thin Layer , Crystallography, X-Ray , Dihydromorphine/analysis , Indicators and Reagents , Molecular Structure , Morphine Derivatives/analysis , Stereoisomerism , Thebaine/analogs & derivatives , Thebaine/chemistry
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