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HRID 565484Erstellt: 24. Oktober 2026

Methanol → (2s)-(-)-1-(4-Indolyloxy)-3-(7,8-dimethoxy-2,3,4,5-tetrahydro-1h-3-benzazepin-3-yl)-2-propanol ethanedioate

https://huagongshe.com/de/reaction/565484

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktOxalic AcidHCID 971—
Edukt(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Edukt7,8-Dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 12923429—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(2s)-(-)-1-(4-Indolyloxy)-3-(7,8-dimethoxy-2,3,4,5-tetrahydro-1h-3-benzazepin-3-yl)-2-propanol ethanedioateHCID 131719697—

Reaktionsschritte

The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 48% overall yield. FDMS m/e=396 (M+ of free base). α[D]589=−9.34 (c=0.47, methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06172073B2
Quelldatensatzuspto-grants-2001_01
ORD IDord-206b6bb6bd77434e920a1c74865a1c3c
Quellennotizuspto-grants-2001_01