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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481609Erstellt: 24. Oktober 2026

Methanol → (2S)-(-)-1-(4-indolyloxy)-3-(3,3-diphenylpyrrolidin-1-yl)-2-propanol ethanedioate

https://huagongshe.com/de/reaction/481609

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktOxalic AcidHCID 971—
Edukt3,3-DiphenylpyrrolidineHCID 418242—
Edukt(2s)-Glycidyl indol-4-yl etherHCID 10943254—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(2S)-(-)-1-(4-indolyloxy)-3-(3,3-diphenylpyrrolidin-1-yl)-2-propanol ethanedioateHCID 131719694—

Reaktionsschritte

The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 3,3-diphenylpyrrolidine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 68% overall yield. FDMS m/e=412 (M+ of free base). mp 193°-194°. α[D]589 =-9.11 (c=0.33, methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05789402
Quelldatensatzuspto-grants-1998_08
ORD IDord-7870e698f4d84375a9bf54fdbc8b66e4
Quellennotizuspto-grants-1998_08