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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 565480Erstellt: 25. Oktober 2026

Methanol → (2s)-(-)-1-(4-Indolyloxy)-3-(4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidin-1-yl)-2-propanol ethanedioate

https://huagongshe.com/reaction/565480

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktOxalic AcidHCID 971—
Edukt4-(4-Chloro-3-(trifluoromethyl)phenyl)piperidin-4-olHCID 89107—
Edukt(2s)-Glycidyl indol-4-yl etherHCID 10943254—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(2s)-(-)-1-(4-Indolyloxy)-3-(4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidin-1-yl)-2-propanol ethanedioateHCID 131719693—

Reaktionsschritte

The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 85% overall yield. FDMS m/e=469 (M+ of free base). α[D]589=−11.53 (c=0.54, methanol)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06172073B2
Quelldatensatzuspto-grants-2001_01
ORD IDord-863db25ace234feaaa393c06f28ec432
Quellennotizuspto-grants-2001_01