Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Heteroaromatic Analogs of Benzomorphan. III. Synthesis of 1, 2, 3, 4, 5, 6-Hexahydro-2, 6-methano-3-methylpyrido [3, 2-d] azocine
JUN ADACHIKEIICHI NOMURASHINICHI YAMAMOTOKEMMOTSU MITSUHASHI
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1976 Volume 24 Issue 11 Pages 2876-2880

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Abstract

6-Acetamido-5, 6, 7, 8-tetrahydroquinoline N-oxide (VI) was derived to the 8-oxo derivative (IX) via the acetoxy compound (VII). Introduction of carboxymethyl group by a Witting reaction of IX and catalytic hydrogenation afforded the amido ester (XI). The title compound (XVI) was synthesized from the amino acid ester (XII) by intramolecular cyclization and the subsequent lithium aluminum hydride reduction of the resulting lactam.

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© The Pharmaceutical Society of Japan
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