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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927554Generated: October 29, 2026

Lithium Hydroxide → (4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-L-proline

https://huagongshe.com/reaction/1927554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantMethyl(2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]pyrrolidine-2-carboxylateHCID 67359765—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product(4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-L-prolineHCID 6735739197.4%

Reaction Steps

Methyl (2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]pyrrolidine-2-carboxylate (0.98 g, 2.47 mmol) obtained in Step B, was dissolved in MeOH (8 mL) and water (1.6 mL). LiOH (0.18 g, 7.52 mmol) was added thereto at 0˜5° C. After the reaction mixture was stirred at room temperature for 3 hours and concentrated in vacuo, the obtained residue was diluted with water and 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 (0.92 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183243B2
Source datasetuspto-grants-2012_05
ORD IDord-0d356eba06a04bae8e5711b450456d6b
Source noteuspto-grants-2012_05