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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666016Generated: October 31, 2026

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

https://huagongshe.com/reaction/1666016

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 numberUS08039622B2
Source datasetuspto-grants-2011_10
ORD IDord-e7f560dd563a46ccaa5261d8b05273fb
Source noteuspto-grants-2011_10