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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217476Generated: November 2, 2026

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

https://huagongshe.com/reaction/2217476

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 numberUS07407972B2
Source datasetuspto-grants-2008_08
ORD IDord-ea3c05b4088c46cb9b8d616b9a230da3
Source noteuspto-grants-2008_08