Lawesson's reagent → HCID 86751653, compound

Participants

Reaction Steps

A solution of 14.8 g (33.9 mmol) of 4-benzyl 1-tert-butyl N-[(1-tert-butoxyformamido)acetyl]-L-aspartate and 6.9 g (17 mmol) of Lawesson reagent in 140 ml of dry toluene is heated to 100° for 2.5 hours. Thereafter, the solvent is distilled off under reduced pressure and the residue is boiled up three times with 500 ml of a 9:1 mixture of hexane and ether. The combined organic phases are evaporated and, for purification, the residue is chromatographed on silica gel using a 9:1 mixture of hexane and ether as the eluent, whereby there is obtained 4-benzyl 1-tert-butyl N-[(1-tert-butoxyformamido)thioacetyl]-L-aspartate as a viscous oil; MS: 452 (M)+.

Provenance & Evidence