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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361332Generated: October 30, 2026

Water → (2S,4S)-4-azido-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/1361332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant(2S,4S)-1-tert-butyl 2-methyl 4-azidopyrrolidine-1,2-dicarboxylateHCID 11219435—
SolventMethanolHCID 887—
Product(2S,4S)-4-azido-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 12094910100.2%

Reaction Steps

To a solution of methyl (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylate (10 g, 37 mmol) prepared in Step D of Preparation Example A1-1 in methanol (100 ml) and water (100 ml) was added LiOH (2.5 g, 111 mmol). The solution was stirred at rt for 3 h, concentrated in vacuo, acidified with 1N HCl, and extracted with EtOAC. The organic extracts were washed with brine, dried over MgSO4, and concentrated in vacuo to give the title compound (9.5 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879852B2
Source datasetuspto-grants-2011_02
ORD IDord-f2e7c218522545d8b7b6339976c17a32
Source noteuspto-grants-2011_02