Synthetic Morphinans and Hasubanans. Part IV. Total Synthesis of 3,14-Dihydroxyisomorphinans, 3-Methoxy-Δ8,14-morphinans, and 9α-Hydroxy-3-methoxyhasubanan

Autor:	Bernard Belleau, Henry Wong, Yvon G. Perron, Pachter Irwin J, Ivo Monkovic
Rok vydání:	1975
Předmět:	Stereochemistry Chemistry Organic Chemistry Organic chemistry Total synthesis General Chemistry Morphinans Catalysis
Zdroj:	Canadian Journal of Chemistry. 53:2515-2523
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v75-358
Popis:	The synthesis of a versatile intermediate 4a-(2-aminoethyl)-l,2,3,4,4a,9-hexahydro-6-methoxyphenanthrene (3a) and its utilization in the synthesis of 9α-hydroxy-3-methoxy-17-methylhasubanan (10), 3,14-dimethoxy-17-methylisomorphinan (9l), various 14-hydroxyisomorphinans (9), and 3-methoxy-Δ8,14-morphinan (11b) is described. A number of 17-alkyl-3,14-dihydroxyisomorphinans were prepared and tested for narcotic antagonist and analgesic activities in laboratory animals. Some of these new compounds have exhibited significant activities.
Databáze:	OpenAIRE
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