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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185417Generated: November 2, 2026

trans-4-Azido-n-tert-butoxycarbonyl-d-proline methyl ester → 1-tert-Butyl 2-methyl (2R,4S)-4-aminopyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/2185417

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-4-Azido-n-tert-butoxycarbonyl-d-proline methyl esterHCID 58928014—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1-tert-Butyl 2-methyl (2R,4S)-4-aminopyrrolidine-1,2-dicarboxylateHCID 151949995.7%

Reaction Steps

A mixture of trans-4-azido-N-tert-butoxycarbonyl-D-proline methyl ester (C, 1.04 g) and 10% palladium on activated carbon (500 mg) in methanol (30 mL) was stirred at room temperature for 1.5 hr under hydrogen. The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo to give the title compound (0.90 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399629B1
Source datasetuspto-grants-2002_06
ORD IDord-5a16262d36664a818f7fe7761ef7a404
Source noteuspto-grants-2002_06