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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985717Generated: October 31, 2026

1,1-Dimethylethyl (3R)-3-[[(phenylmethoxy)carbonyl]amino]-1-pyrrolidinecarboxylate → (R)-(+)-1-Boc-3-aminopyrrolidine

https://huagongshe.com/reaction/985717

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl (3R)-3-[[(phenylmethoxy)carbonyl]amino]-1-pyrrolidinecarboxylateHCID 11537052—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—

Reaction Steps

(R)-3-(Benzyloxycarbonylamino)-N-(t-butoxycarbonyl)-pyrrolidine (300 mg) was dissolved in ethanol (5 ml). Palladium on charcoal 10% (20 mg) was added. The reaction was degassed three times and put under hydrogen atmosphere (1 bar). The reaction was over after 2 hours. The solvent was removed, the residue was taken up in ethyl acetate (5 ml) and filtered through a silica gel pad. The silica was washed with ethyl acetate (50 ml). The organic phases were evaporated. The desired (R)-3-Amino-N-(t-butoxycarbonyl)-pyrrolidine was obtained as a colorless oil in a quantitative yield (175 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872836B2
Source datasetuspto-grants-2005_03
ORD IDord-6390d627debb40bf920e6cd1e041b6c9
Source noteuspto-grants-2005_03