Schotten–Baumann reaction of 3′,4,5-trimethoxy-3,4′-oxybisphenethylamine (II) with 4-methoxy-3,4′-oxybisphenylacetyl chloride (VIII) gave two amides (IX) and (X). The former bisamide (IX) was cyclised to give a mixture of the corresponding 3,4-dihydroisoquinolines, which were separated by chromatography to give stebisimine (I).
T. Kametani, O. Kusama and K. Fukumoto, J. Chem. Soc. C, 1968, 1798 DOI: 10.1039/J39680001798
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