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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109490Generated: October 28, 2026

(2S,4S)-1-[[N-[4-(2-tetrahydropyranyl)oxycarbonylbicyclo[2,2,2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile → (2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

https://huagongshe.com/reaction/2109490

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4S)-1-[[N-[4-(2-tetrahydropyranyl)oxycarbonylbicyclo[2,2,2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrileHCID 59383132—
SolventAcetic AcidHCID 176—
Product(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrileHCID 57634365—

Reaction Steps

(2S,4S)-1-[[N-[4-(2-Tetrahydropyranyl)oxycarbonylbicyclo[2,2,2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (71.6 mg) was dissolved in acetic acid (4 mL) and the solution was stirred at room temperature for 6 hours. Subsequently, the reaction mixture was concentrated under reduced pressure and the residue was suspended in dichloromethane and was collected by filtration. This gave (2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (31.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514571B2
Source datasetuspto-grants-2009_04
ORD IDord-d678ac305bfc4f398bcffc88aaba51bd
Source noteuspto-grants-2009_04