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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185425Generated: November 2, 2026

1-tert-Butyl 2-methyl (2S,4R)-4-cyanopyrrolidine-1,2-dicarboxylate → 1-(tert-Butyl) 2-methyl (2S,4S)-4-(aminomethyl)pyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/2185425

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-tert-Butyl 2-methyl (2S,4R)-4-cyanopyrrolidine-1,2-dicarboxylateHCID 17998966—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
Product1-(tert-Butyl) 2-methyl (2S,4S)-4-(aminomethyl)pyrrolidine-1,2-dicarboxylateHCID 54100113—

Reaction Steps

A mixture of N-tert-butoxycarbonyl-trans-4-cyano-L-proline methyl ester (A, 197 mg) and Raney-Ni (100 mg) in ethanol (6 mL) was stirred at room temperature for 21 hr under hydrogen. The catalysts were removed by filtration and washed with ethanol. The filtrate was evaporated in vacuo to give the title compound (204 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399629B1
Source datasetuspto-grants-2002_06
ORD IDord-db421577c41f4ae389dc81986eb8b9d0
Source noteuspto-grants-2002_06