Triphenylphosphine → HCID 178455456, compound

Participants

Reaction Steps

To a solution of [trans-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-methanol (prepared as described in J. Med. Chem. (2001), 44, 531, 9.0 g, 34.8 mmol) in THF (100 mL) were added PPh3 (13.7 g, 1.5 eq.), 1-phenyl-1H-tetrazole-5-thiol (6.2 g, 1 eq.) and DIAD (10.3 mL, 1.5 eq.). The reaction mixture was stirred at rt overnight. After evaporation to dryness, the residue was chromatographed over SiO2 (Hex-EA 8-1) to afford the title sulfide (11.4 g) contaminated with some PPh3.

Provenance & Evidence