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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445778Generated: November 1, 2026

tert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylate → (R)-tert-Butyl 3-(fluoromethyl)-pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1445778

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 1514340—
Reactant(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 2734690—
Reactanttert-Butyl (3S)-3-fluoropyrrolidine-1-carboxylateHCID 18453464—
SolventDichloromethaneHCID 6344—
Product(R)-tert-Butyl 3-(fluoromethyl)-pyrrolidine-1-carboxylateHCID 58951460—

Reaction Steps

Prepare using the method of Intermediate 48 with (R)-N-Boc-pyrrolidine-3-methanol (0.50 g, 2.48 mmol), [bis(2-methoxyethyl)amino]sulfur trifluoride (0.55 mL, 2.98 mmol) and anhydrous dichloromethane (2.5 mL) to give the title compound as a colourless oil (0.34 g): MS (m/e): 226 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666871B2
Source datasetuspto-grants-2010_02
ORD IDord-7c4b8b66d23646699386e2d25400c06e
Source noteuspto-grants-2010_02