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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445773Generated: October 31, 2026

tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate → tert-Butyl (3R)-3-fluoropyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1445773

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 854055—
Reactant(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 2734690—
Reactanttert-Butyl (3S)-3-fluoropyrrolidine-1-carboxylateHCID 18453464—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (3R)-3-fluoropyrrolidine-1-carboxylateHCID 40430177—

Reaction Steps

Prepare using the method of Intermediate 48 with N-Boc-(S)-(+)-3-pyrrolidinol (0.50 g, 2.67 mmol), [bis(2-methoxyethyl)amino]sulfur trifluoride (0.59 mL, 3.20 mmol) and anhydrous dichloromethane (4 mL) to give the title compound as a colourless oil (0.36 g): MS (m/e): 212 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666871B2
Source datasetuspto-grants-2010_02
ORD IDord-0b2be6b0167a49a795e99b18636c7920
Source noteuspto-grants-2010_02