4-Methoxybenzenesulfonyl chloride → HCID 6977080, compound

Participants

Reaction Steps

To a suspension of D-tryptophan methyl ester hydrochloride (4 mmol) in 40 mL of methylene chloride, magnetically stirred and cooled in an ice bath, under a nitrogen atmosphere, is added 8 mmol of NMM and 4 mmol of 4-methoxybenzene sulfonyl chloride. The mixture is allowed to come to ambient temperature overnight. It is diluted with ethyl acetate and washed twice with aqueous 10% HCl, then successively with water, 1M sodium bicarbonate, and brine. The organic solution is dried over sodium sulfate and concentrated to afford 1.05 g (65%) of a white solid, m.p. 120°-122° C.

Provenance & Evidence