Sodium Iodide → HCID 67434669, compound

Participants

Reaction Steps

A mixture of TMSCl (0.252 mL) and sodium iodide (296 mg) in Acetonitrile (3 ml) was added to a stirred suspension of Intermediate 26 (186 mg) in acetonitrile (3 ml). The RM was stirred at room temp under nitrogen overnight. The reaction mixture was partitioned between EtOAc (20 ml) and sat. NaHCO3 aq sol: water (1:1, 20 ml). The two phases were separated and the aqueous phase was extracted again with EtOAc (20 ml). The phases were separated, the organic extracts were combined, dried (hydrophobic frit) and concentrated under vacuum. The residue was purified on silica using a cyclohexane:ethyl acetate 0-100% gradient. The desired fractions were combined and concentrated under vacuum to give the title compound (170 mg). LC/MS MH+ 359, 369, Rt 1.01 min (2 minute run).

Provenance & Evidence