Hydrogen Sulfide → HCID 44305151, compound

Participants

Reaction Steps

Dissolve N-[[2-[[(t-butyl)thio]methyl]-2,3-dihydro-1H-indene-2-yl]carbonyl]-glycine, benzyl ester (262 mg, 0.64 mmol) in trifluoroacetic acid (3 mL) and add excess anisole followed by mercuric acetate (203 mg, 0.64 mmol). Stir at room temperature for 18 hours then treat with gaseous hydrogen sulfide. Partition the mixture between methylene chloride/water (150 mL). Separate the organic phase and wash with dilute brine. Dry (MgSO4) and evaporate the solvent in vacuo to give a clear oil. Purify by silica gel chromatography (30% ethyl acetate/hexane) to give the title compound as a crystalline solid (213 mg, 94%); mp 92°-93° C. (methylene chloride/hexane).

Provenance & Evidence