A New Synthesis of (±)-Trypargine

A New Synthesis of (±)-Trypargine

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 c...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1982/12/25, Vol.30(12), pp.4529-4533
Hauptverfasser: SHIMIZU, MASATO, ISHIKAWA, MASAYUKI, KOMODA, YASUO, MATSUBARA, YUKIMI, NAKAJIMA, TERUMI
Format: Artikel
Sprache:eng
Schlagworte:
Pictet-Spengler reaction
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Zusammenfassung: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.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.30.4529