Synthesis of 1, 3-Disubstituted-1, 2, 3, 4-tetrahydro-β-carboline Derivatives, and Studies on Their Stereoisomers

Some 1, 3-disubstituted 1, 2, 3, 4-tetrahydro-β-carboline derivatives were synthesized by the Pictet-Spengler reaction with DL-tryptophan methyl ester and aldehydes. They were separated into their stereoisomers by alumina column chromatography, and their configuration (cis and trans) was examined fr...

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Published inYAKUGAKU ZASSHI Vol. 94; no. 3; pp. 351 - 358
Main Authors HAMAGUCHI, FUMIKO, NAGASAKA, TATSUO, OHKI, SADAO
Format Journal Article
LanguageJapanese
Published The Pharmaceutical Society of Japan 25.03.1974
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Summary:Some 1, 3-disubstituted 1, 2, 3, 4-tetrahydro-β-carboline derivatives were synthesized by the Pictet-Spengler reaction with DL-tryptophan methyl ester and aldehydes. They were separated into their stereoisomers by alumina column chromatography, and their configuration (cis and trans) was examined from their nuclear magnetic resonance spectra and those of their acetates. By the application of the above result, azoninoindole derivatives (11 and 12) were synthesized.
ISSN:0031-6903
1347-5231
DOI:10.1248/yakushi1947.94.3_351