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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662714Erstellt: 25. Oktober 2026

Water → tert-butyl(2S,4R)-2-[(dimethylamino)carbonyl]-4-(3-hydroxypropoxy)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1662714

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukttert-butyl (2S,4R)-4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-[(dimethylamino)carbonyl]pyrrolidine-1-carboxylateHCID 67429248—
LösungsmittelTetrahydrofuranHCID 8028—
Produkttert-butyl(2S,4R)-2-[(dimethylamino)carbonyl]-4-(3-hydroxypropoxy)pyrrolidine-1-carboxylateHCID 67428676116%

Reaktionsschritte

To a solution of 2.10 g of the compound obtained in Step 139-1 in THF (100 ml) was added a solution 1 mol/L TBAF in THF (10 ml) under ice cooling and the reaction mixture was stirred at room temperature for two hours. Water was poured, the solution was extracted twice with CHCl3; the combined organic layer was washed with saturated brine and dried over MgSO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60N; mobile phase: CHCl3/MeOH=20/1 to 10/1; v/v) to obtain 1.79 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030499B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-4550fb3c03414ae7a5b0e59b97e9ef18
Quellennotizuspto-grants-2011_10