Ethanol → HCID 70223508, compound

Participants

Reaction Steps

Methyl (2R)-{[4′-Methoxy-(1,1′-biphenyl)-4-yl]-sulfonyl}-amino-(3S)-methoxy-5-phenylpent-4ynoate: The starting sulfonamide 63f (510 mg, 1.02 mmol) and 4-methoxyphenylboronic acid (230 mg, 1.53 mmol) are taken up in 10 mL of benzene, 1.5 mL of EtOH and 1.5 mL of water in the presence of Pd(PPh3)4 (35 mg, 0.03 mmol) and 200 mg of Na2CO3 and brought to reflux for 18 hr. The mixture is cooled to room temperature, poured into water, and extracted with methylene chloride. The organic layer is dried over MgSO4, filtered and evaporated. The crude product is purified by silica gel chromatography using 9:1 hexane:EtOAc to give the desired product as a colorless oil.

Provenance & Evidence