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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269320Generated: October 30, 2026

Dimethylformamide → [4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/2269320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
Reactant4-[(4-Fluorophenyl)methoxy]benzene-1-sulfonyl chlorideHCID 18179424—
SolventEthyl AcetateHCID 8857—
Product[4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl esterHCID 54478351—

Reaction Steps

To a mixture of glycine tert butyl ester hydrochloride salt (5.9 g, 18 mmol) and DMF (20 mL) at 0° C. was added triethylamine (6.5 mL, 45 mmol) and 4-(4-fluoro-benzyloxy)-benzenesulfonyl chloride. After stirring for 1 h, the mixture was warmed to room temperature and stirred for an additional hour. The mixture was diluted with ethyl acetate, washed with 1M HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and concentrated in vacuo. Trituration of the residue with ether-hexane afforded 10.8 g of [4-(4-fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329397B1
Source datasetuspto-grants-2001_12
ORD IDord-20a77ce96df14d72b383ffd02d16dfb1
Source noteuspto-grants-2001_12