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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 257964Generated: October 27, 2026

(2S,4R)-4-Azido-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl Ester → 1-tert-butyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/257964

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4R)-4-Azido-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl EsterHCID 11369242—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1-tert-butyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylateHCID 700991892.7%

Reaction Steps

A solution of (2S,4R)-4-azido-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine (112 g) in methanol (870 ml) was hydrogenated under ambient pressure for 5 hours in the presence of 10% palladium on carbon (20.2 g). After removal of the catalyst by filtration, the filtrate was evaporated in vacuo to give (2S,4R)-4-amino-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine (93.8 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05264453
Source datasetuspto-grants-1993_11
ORD IDord-3feb9fc112364c8d9d6935ed403560e0
Source noteuspto-grants-1993_11