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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712812Generated: October 31, 2026

Lithium hydroxide, monohydrate → 1,2-Pyrrolidinedicarboxylic acid, 4,4-diMethyl-, 1-(1,1-diMethylethyl) ester, (2R)-

https://huagongshe.com/reaction/712812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 117966726HCID 117966726—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product1,2-Pyrrolidinedicarboxylic acid, 4,4-diMethyl-, 1-(1,1-diMethylethyl) ester, (2R)-HCID 9441338458.5%

Reaction Steps

To a mixture of (R)-2-benzyl 1-tert-butyl 4,4-dimethylpyrrolidine-1,2-dicarboxylate (D40) (198 mg, 0.59 mmol) in dioxan/water (4/4 ml), LiOH.H2O (100 mg, 2.37 mmol) was added and the mixture was left stirring at RT for 18 hrs. Organic solvent was evaporated off and the reaction mixture was diluted with water (8 ml), washed with Et2O (2×10 ml), acidified with acetic acid to pH˜4-5 and extracted with Et2O (3×10 ml). The organic phases were collected, dried over Na2SO4 and evaporated in vacuo to afford the title compound (D41) (84 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181279B2
Source datasetuspto-grants-2015_11
ORD IDord-545b5dc4fe6e4806a1d822e237ee3830
Source noteuspto-grants-2015_11