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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527362Generated: October 26, 2026

Lithium Hydroxide → (2S,4R)-2-(5-Carboxy-3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1527362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant(2S,4R)-2-(3-Chloro-2-fluoro-5-methoxycarbonyl-benzylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 68283553—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product(2S,4R)-2-(5-Carboxy-3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 68283054—

Reaction Steps

To a mixture of (2S,4R)-2-(3-chloro-2-fluoro-5-methoxycarbonyl-benzylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester (140 mg, 0.3 mmol) in THF/MeOH/H2O 2:1:1 (4 mL) was added LiOH (7 mg, 0.3 mmol). The reaction mixture was stirred for 4 h at ambient temperature and the solvent was removed in vacuo to give the title compound which was used without further purification. MS (LC/MS): 319.0 [M−100]+. tR (HPLC conditions c): 4.40 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-5cb023e8f8f64d2e94b9f5dbdae63c2d
Source noteuspto-grants-2015_07