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A new route for the synthesis of (±)-trypargine (I) is described. The Pictet-Spengler reaction of Nb-benzyltryptamine with α-ketoglutaric acid was carried out in aprotic media to afford the key intermediate, 2-benzyl-1, 2, 3, 4-tetrahydro-9H-pyrido [3, 4-b] indole-1-propionic acid (IIa), which was converted into (±)-trypargine (I) in five or six steps.
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Shimizu et al. (1982) studied this question.
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