Synthesis in the Diazasteroid Group. XVIII. Syntheses of the 9, 17-Diazasteroid System

KATSUHIDE MATOBA; AKIKO FUKUSHIMA; HIROKI TAKAHATA; YOSHIRO HIRAI; TAKAO YAMAZAKI

doi:10.1248/cpb.30.1300

KATSUHIDE MATOBA, AKIKO FUKUSHIMA, HIROKI TAKAHATA, YOSHIRO HIRAI, TAKAO YAMAZAKI

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Keywords: quinolylpyrrolidine

JOURNAL FREE ACCESS

1982 Volume 30 Issue 4 Pages 1300-1306

DOI https://doi.org/10.1248/cpb.30.1300

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Abstract

A 9, 17-diazasteroid system, I, was synthesized from an aminoester, III, and cyclohexanone. Unfortunately the yield was poor. Another 9, 17-diazasteroid system, II, was prepared from the condensation product, XVa, of quinoline N-oxide with an active methine compound, IV. Thus, XVa was hydrolyzed, followed by decarboxylation, reduction and cyclization. The yield in each step to II was moderate.

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