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Thionium analogs of the opiates levorphanol and isolevorphanol: synthesis of the 17-deaza-17-thia isosteres (sulforphanol and isosulforphanol)

 

作者: B. Belleau,   U. Gulini,   R. Camicioli,   B. J. Gour-Salin,   G. Sauvé,  

 

期刊: Canadian Journal of Chemistry  （NRC Available online 1986）
卷期: Volume 64, issue 1  

页码: 110-118

 

ISSN:0008-4042

 

年代: 1986

 

DOI:10.1139/v86-019

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

The total synthesis of the position-17 sulfur analogs of the perchlorate salts of the morphinans, (±)-levorphanol and (±)-isolevorphanol via4a-(2-aminoethyl)-1,2,3,4,4a,9-hexahydro-6-methoxyphenanthrene, a key intermediate in the synthesis of butorphanol (4), is described. 2D-Correlation and heterocorrelation nuclear magnetic resonance spectroscopy confirmed the configurational relationship of the isosteres.

 

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