1,2-Dichloroethane → HCID 86679476, compound

Participants

Reaction Steps

To a mixture of 3-(trityloxy)propanoic acid (0.5 g, 1.504 mmol) and EDC (0.865 g, 4.51 mmol) in dry DCM (20 ml), (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (0.632 g, 1.504 mmol) and DMAP (0.184 g, 1.504 mmol) were added, and the resulting solution was stirred at RT overnight. The solvent was evaporated and the residue was partitioned between EtOAc and a sat. sol. of NaHCO3. The organic layer was washed with aqueous 3% citric acid, with brine and dried over Na2SO4. The solvent was removed under vacuum and the residue was purified by flash chromatography on silica gel column (DCM:MeOH: 32% aq. NH4OH=98:2:0.2) affording (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3-(trityloxy)propanoyloxy)ethyl)pyridine 1-oxide (0.6 g, 0.817 mmol, 54.3% yield, MS/ESI+ 756.3 [MNa]+).

Provenance & Evidence