Triphenylphosphine → HCID 131729957, compound

Participants

Reaction Steps

To a solution of 3-hydroxymethyl-4-methoxy-benzoic acid (Starting material H-00e, 910 mg, 5 mmol) in dry THF (50 ml) cooled to 0° C. under inert atmosphere are added successively triphenylphosphine (1782 mg, 6 mmol, 1.2 eq.) and di-tert-butyl-azodicarboxylate (1381 mg, 6 mmol, 1.2 eq). The initially deep yellow colour disappears after 10 min. Then tert-butyl (5-fluoro-2-mercapto-benzoimidazol-1-yl)-acetate (Intermediate 3-III, 1270 mg, 0.9 mmol, 0.9 eq.) is added. The reaction mixture is allowed to warm up to rt and stirred at this temperature for 1 h. Evaporation of the solvent in vacuo and purification by flash-chromatography on silica gel (AcOEt/heptane/AcOH, 10:90:1), provides the title compound (680 mg) in 30% as beige solid:

Provenance & Evidence