Synthesis of Apogalanthamine Analogues as α-Adrenergic Blocking Agents. XIII. Syntheses of Phenolic 8-Hydroxy-5, 6, 7, 8-tetrahydrodibenz[c, e]azocines

Masaru KIHARA; Suwanna VANGVERAVONG; Kuniyoshi OHNISHI; Yasuhiro IMAKURA; Shigeru KOBAYASHI

doi:10.1248/cpb.37.1744

木原勝, VANGVERAVONG Suwanna, 大西邦義, 今倉康宏, 小林茂

著者情報

キーワード: apogalanthamine analogue, 8-hydroxydibenz[c, e]azocine, phenolic dibenz[c, e]azocine, N-benzyl-β-phenyl-ethanolamine, cyclization, zerovalent nickel, debenzylation, demethylation, alpha adrenergic blocking agent

ジャーナルフリー

1989 年 37 巻 7 号 p. 1744-1747

DOI https://doi.org/10.1248/cpb.37.1744

詳細

抄録

10, 11-Diphenolic 8-hydroxy-5, 6, 7, 8-tetrahydrodibenz[c, e]azocine 3, having a partial structure of adrenaline, was prepared by demethylation of the dimethoxyazocine 12 with boron tribromide. The related monophenolic 8-hydroxyazocines 4 and 5 were prepared by cyclization of the dihalogeno-β-phenylethanolamines 6c and 7c with zerovalent nickel, followed by hydrolysis and debenzylation of the O-protected dibenz[c, e]azocines 13 and 14, respectively.

責任著者(Corresponding author)

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