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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241664Generated: October 30, 2026

Citric Acid → (S)-Tert-butyl 3-mercaptopyrrolidine-1-carboxylate

https://huagongshe.com/reaction/241664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl (S)-3-(acetylthio)pyrrolidine-1-carboxylateHCID 59560788—
SolventMethanolHCID 887—
Product(S)-Tert-butyl 3-mercaptopyrrolidine-1-carboxylateHCID 59032356—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (S)-tert-butyl 3-(acetylthio)pyrrolidine-1-carboxylate (STEP B, 1.82 g, 7.42 mmol) in methanol (15 mL) was added potassium carbonate (2.05 g, 14.8 mmol). The mixture was stirred at 50° C. for 2 h. Then the mixture was cooled to room temperature, acidified by addition of 20% citric acid aqueous solution and concentrated in vacuo to remove methanol. The residue was diluted with ethyl acetate to separate. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude product was used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653063B2
Source datasetuspto-grants-2014_02
ORD IDord-300c6dcf8bec449d85272d01e9ce0b5c
Source noteuspto-grants-2014_02