Practical and high-yield syntheses of dihydromorphine from tetrahydrothebaine and efficient syntheses of (8S)-8-bromomorphide.
J Org Chem
; 68(5): 2010-3, 2003 Mar 07.
Article
em En
| 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.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Di-Hidromorfina
/
Derivados da Morfina
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2003
Tipo de documento:
Article
País de afiliação:
Estados Unidos