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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217480Generated: November 2, 2026

Potassium trimethylsilanolate → (2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid

https://huagongshe.com/reaction/2217480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium trimethylsilanolateHCID 23668039—
Reactant(2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid methyl esterHCID 68807390—
SolventTetrahydrofuranHCID 8028—
Product(2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acidHCID 68806708100%

Reaction Steps

Into a solution of 9 (3.0 g, 6.94 mmol) in THF (50 mL) was added potassium trimethylsilanolate (3.85 g, 27.3 mmol). The solution was stirred at RT for 48 h before concentrating under reduced pressure and adding EtOAc. The solution was washed sequentially with 1N HCl, and brine, before drying over MgSO4 and concentrating under reduced pressure to give 10 (2.9 g, 100%). MS: APCI (AP+): 418.1 (M)+, (AP−): 416.1 (M)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407972B2
Source datasetuspto-grants-2008_08
ORD IDord-acf49ec2bb2a47a6aae5112cbcf574a7
Source noteuspto-grants-2008_08