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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666025Generated: October 30, 2026

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

https://huagongshe.com/reaction/1666025

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 numberUS08039622B2
Source datasetuspto-grants-2011_10
ORD IDord-9fc315ca0f734cbc9a2d6b35ab105623
Source noteuspto-grants-2011_10