Dichloromethane → HCID 70237618, compound

Participants

Reaction Steps

A mixture of (2R)-(4-bromobenzenesulfonylamino)butyric acid methyl ester (9.911 g, 2.6 mmol), 3-thiopheneboronic acid (1.0 g, 7.81 mmol), [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) complex with dichloromethane (1:1) (0.117 g, 0.14 mmol) and tribasic potassium phoshate (2.21 g, 10.4 mmol) in 20 mL of dimethoxyethane is heated at reflux for 16 h. The reaction is cooled and concentrated, and the residue is suspended in 100 mL of dichloromethane. The insolubles are removed by filtration and the filtrate is concentrated. Chromatography on silica gel (eluant; 1/9—EtOAc/hexane) affords 0.63 g (68%) of 3-methyl-(2R)-[4-(thiophen-3-yl)benzenesulfonylamino]butyric acid methyl ester.

Provenance & Evidence