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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927562Generated: November 1, 2026

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

https://huagongshe.com/reaction/1927562

Reaction equation

Participants

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

Reaction Steps

Methyl (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylate (10 g, 37 mmol) obtained in Step D of Preparation 1 was dissolved in MeOH (100 mL) and water (100 mL). LiOH (2.5 g, 111 mmol) was added thereto. The reaction solution was stirred for 3 hours at room temperature, concentrated in vacuo and acidify with 1N HCl. The solution was extracted with EtOAc. The extracted organic solution was 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 numberUS08183243B2
Source datasetuspto-grants-2012_05
ORD IDord-731443f8c8c744eda8b7ff906cc9b16f
Source noteuspto-grants-2012_05