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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715914Generated: October 30, 2026

Sodium Bicarbonate → HCID 58980888, compound

https://huagongshe.com/reaction/715914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant(4S)-1-tert-Butoxycarbonyl-4-fluoro-L-prolineHCID 2756017—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58980888HCID 5898088895.1%

Reaction Steps

To a solution of (2S,4S)-1-tert-butoxycarbonyl-4-fluoropyrrolidine-2-carboxylic acid (4.7 g) in tetrahydrofuran (40 ml), a borane-tetrahydrofuran complex (0.95 M solution in tetrahydrofuran, 31.6 ml) was added under ice cooling, and the mixture was stirred at room temperature for 1 hour. Ice water and a saturated aqueous solution of sodium bicarbonate were added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with saturated saline and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (4.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187489B2
Source datasetuspto-grants-2015_11
ORD IDord-e6833247bfaa44bfbcdf0c80358fcc40
Source noteuspto-grants-2015_11