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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 928195Erstellt: 26. Oktober 2026

trans-Benzyl 3-(tert-butoxycarbonylamino)-4-fluoropyrrolidine-1-carboxylate → tert-Butyl ((3R,4R)-4-fluoropyrrolidin-3-yl)carbamate

https://huagongshe.com/reaction/928195

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttrans-Benzyl 3-(tert-butoxycarbonylamino)-4-fluoropyrrolidine-1-carboxylateHCID 118084929—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkttert-Butyl ((3R,4R)-4-fluoropyrrolidin-3-yl)carbamateHCID 5800694189%

Reaktionsschritte

To a solution of (3R,4R)-benzyl 3-((tert-butoxycarbonyl)amino)-4-fluoropyrrolidine-1-carboxylate (3.0 g, 8.8 mmol) in MeOH (50 mL) was added wet Pd/C (0.3 g, 10%) under nitrogen. The suspension was degassed under vacuum and purged with hydrogen three times. The resulting mixture was stirred at rt under hydrogen balloon for 3 hr. The reaction mixture was filtered and the filtrate was concentrated to afford the title compound (1.6 g, 88% yield) as light yellow oil that solidified on standing.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09290496B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-9c708ef449754d64962de28bb1b2c5b6
Quellennotizuspto-grants-2016_03