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The diazotisation of 6,7-dimethyoxy- and 7-benzyloxy-6-methoxy-1-(2-amino-4,5-dimethoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline (VIII) and (XXI), followed by decomposition of the resulting diazonium salts, gave demethoxy-O-methylandrocymbine (VII), whose structure has been assigned by spectroscopic methods. The syntheses of the aminoisoquinolines (VIII) and (XXI) are also described.
T. Kametani, K. Fukumoto, F. Satoh and H. Yagi, J. Chem. Soc. C, 1968, 3084 DOI: 10.1039/J39680003084
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