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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109809Generated: October 30, 2026

Hydrochloric Acid → 1-[(2S,4S)-1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarbonyl]-4-methylpiperidine

https://huagongshe.com/reaction/1109809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-MethylpiperidineHCID 69381—
Reactant(1S,4S)-5-allyloxycarbonyl-2-thia-5-azabicyclo[2.2.1]heptan-3-oneHCID 15227998—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-[(2S,4S)-1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarbonyl]-4-methylpiperidineHCID 57024136—

Reaction Steps

To a solution of (1S,4S)-5-allyloxycarbonyl-2-thia-5-azabicyclo[2.2.1]heptan-3-one (38.5 mg) in tetrahydrofuran (1 ml) was added 4-methylpiperidine (19.7 mg). The mixture was stirred for 4 hours at room temperature. After the reaction was over, 1N-hydrochloric acid (0.036 ml) was added thereto, and the mixture was diluted with ethyl acetate (2 ml) and dried above magnesium sulfate. Distillation of the solvent, followed by purifying the residue by silica gel chromatography, gave oily 1-[(2S,4S) -1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarbonyl]-4-methylpiperidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05322952
Source datasetuspto-grants-1994_06
ORD IDord-65beba420c154d83931d8ebfb36b4820
Source noteuspto-grants-1994_06