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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114796Generated: October 31, 2026

Pyridine → Benzyl-(2S)-2-aminocarbonyl4,4-difluoropyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2114796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAmmonium BicarbonateHCID 14013—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant(S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acidHCID 53909714—
Solvent1,4-DioxaneHCID 31275—
ProductBenzyl-(2S)-2-aminocarbonyl4,4-difluoropyrrolidine-1-carboxylateHCID 58786847—

Reaction Steps

To a stirred solution of 1-[(benzyloxy)carbonyl]-4,4-difluoro-L-proline, pyridine (0.6 eq.) and di-t-butyl dicarbonate (1.3 eq) in dioxane, ammonium bicarbonate (1.26 eq) was added and the mixture was stirred at room temperature for 20 hours. Dioxane was concentrated and the residue dissolved in ethyl acetate and washed with HCl 1 N, saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and evaporated in vacuo to obtain a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435734B2
Source datasetuspto-grants-2008_10
ORD IDord-314ac61f57044744b84e944edbe89710
Source noteuspto-grants-2008_10