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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796286Generated: November 1, 2026

Water → (2R,4R)-1-[(tert-butoxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/1796286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant1-(Tert-butyl) 2-methyl (2R,4R)-4-methoxypyrrolidine-1,2-dicarboxylateHCID 54138285—
SolventAcetonitrileHCID 6342—
Product(2R,4R)-1-[(tert-butoxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acidHCID 11459222—

Reaction Steps

Into a solution of 5 (2.54 g, 9.80 mmol) in acetonitrile (20 mL) was added water (20 mL) and LiOH.H2O (1.64 g, 39.2 mmol). The mixture was stirred at RT for 28 h before removing the acetonitrile under reduced pressure. EtOAc was added to the residue that was then washed with 1N HCl. The aqueous layer was extracted with additional EtOAc and the combined organic layers were washed with brine and dried over MgSO4. The solution was concentrated under reduced pressure to reveal 6 (2.16 g, 90%) as a white solid. MS: APCI (AP−): 244.1 (M)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030141B2
Source datasetuspto-grants-2006_04
ORD IDord-435dde5b3146427b96013b54cd377d97
Source noteuspto-grants-2006_04