Chemical and Pharmaceutical Bulletin p. 2189 - 2195 (1991)
Update date:2022-07-29
Topics:
Murakami
Yokoyama
Aoki
Suzuki
Sakurai
Shinohara
Miyagi
Kimura
Takahashi
Watanabe
Ohmoto
Crenatine (1a), which is a member of a new class of β-carboline alkaloids having an oxygen functionality at the 4-position, was synthesized starting from ethyl 1-benzylindole-2-carboxylate (12a) via cyclization of an elaborated C2-substituent to the 3-position of the indole nucleus and aluminum chloride-catalyzed debenzylation of the protected indolic nitrogen. 1-Ethyl-4-hydroxy-9-methyl-β-carboline (26b), a positional isomer of crenatine with regard to the methyl group, was also synthesized through the same methodology.
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