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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010567Generated: November 1, 2026

(3S)-1-Benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine → (3S)-3-(tert-Butoxycarbonyl)amino-4-ethylpyrrolidine

https://huagongshe.com/reaction/1010567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S)-1-Benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidineHCID 67307498—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product(3S)-3-(tert-Butoxycarbonyl)amino-4-ethylpyrrolidineHCID 67308068—

Reaction Steps

A 10% palladium carbon catalyst (15 mg) was added to a solution of (3S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine [an isomer mixture of (4S)-form: (4R)-form (1:4)] (230 mg, 0.66 mmol) in ethanol (8 mL), followed by stirring in a hydrogen atmosphere under an ordinary pressure at room temperature for 12 hours. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield the title compound (an isomer mixture of (4S)-form and (4R)-form (1:4)) as a colorless oily substance (148 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977327B2
Source datasetuspto-grants-2011_07
ORD IDord-d6b8a10bf00641bfbdcaff2196a365d5
Source noteuspto-grants-2011_07