HCID 131726605, compound → HCID 69391705, compound

Participants

Reaction Conditions

Reaction Steps

4-((1R)-2-{[2-(4-{2-[(2,6-Dichlorobenzyl)oxy]ethoxy}phenyl)ethyl]amino}-1-hydroxyethyl)-2-(hydroxymethyl)phenol acetate (5R)-3-[2-(4-{2-[(2,6-Dichlorobenzyl)oxy]ethoxy}phenyl)ethyl]-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (160 mg) in THF (4 ml) was treated with KOSiMe3 (179 mg) and the resulting solution was heated at 75° C. for 2 h. The reaction mixture was then quenched with MeOH and concentrated in vacuo. The residue was then diluted in MeOH, and purified on an SCX-2 cartridge (10 g) eluting with EtOH followed by 10% aqueous NH3 in EtOH. The ammonia fractions were then combined and concentrated in vacuo. The residue was dissolved in acetic acid (3 ml) and water (1 ml) and heated at 75° C. for 20 min. The solution was then concentrated in vacuo and azeotroped with MeOH to give the title compound (115 mg). LCMS RT=2.49 min, ES+ve 506 (MH)+

Provenance & Evidence