Constituents of Rhizoma Nupharis. XVIII. Synthesis of Alkaloids from <I>Nuphar japonicum</I> DC. I. Synthesis of <I>rac</I>-Deozynupharidine

DOI Web Site PubMed

この論文をさがす

抄録

Condensation of octahydro-4-quinolizinone (I) and ethyl 3-furoate affords (II) which, on being heated with dilute hydrochloric acid, forms a compound (IV) of hexahydroquinolizine series. Reduction of (IV) with sodium borohydride gives (V) which is separated into two kinds of racemate showing infrared absorption band due to trans-quinolizidine.<BR>By the route shown above, (XVII) was obtained from 1, 7-dimethyloctahydro-4-quinolizinone (XII) and (XVII) was separated into three kinds of bases. From the result of infrared spectral measurement, (XVIIa) and (XVIIc) were assumed to be trans-quinolizidine compound and (XVIIb) was assumed to be cis-quinolizidine compound. The infrared spctra (in carbon tetracbloride solution) of (XVIIa) and (-)-deoxynupharidine isolated from Nuphar japonicum DC. were found to be entirely identical and (XVIIa) was concluded to be rac-Deoxynupharidine.

収録刊行物

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ