YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
複素環式化合物の合成研究 (第92報)
1-Benzyl置換コタルニン誘導体の合成
亀谷 哲治高野 誠一中野 卓雄
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1964 年 84 巻 4 号 p. 314-317

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Various derivatives of cotarnine, substituted with amino, acylamino, or hydroxyl in the benzene ring of the benzyl group in 1-position of cotarnine (I) were synthesized V to XI, and XVI. Of these derivatives, 1-[2, 4-bis(benzamido)benzyl]-2-methyl-8-methoxy-6, 7-methylenedioxy-1, 2, 3, 4-tetrahydroisoquinoline (Xa) was found to undergo selective demonobenzoylation by hydrolysis with 10% sulfuric acid to form 1-(4-amino-2-benzamidobenzyl)-2-methyl-8-methoxy-6, 7-methylenedioxy-1, 2, 3, 4-tetrahydroisoquinoline (Xb). This product was identified with an authentic sample obtained by catalytic reduction of 1-(2-benzamido-4-nitrobenzyl)-2-methyl-8-methoxy-6, 7-metheylenedioxy-1, 2, 3, 4-tetrahydroisoquinoline (XVIb) obtained by condensation of I and 2-benzamido-4-nitrotoluene.

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