Methanol → L-Tryptophan

Participants

Reaction Steps

To a suspension of compound AA (9.1 g) in dry N,N′-dimethylformamide (15 ml) was added n-decylisothiocyanate (1.2 ml). The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was poured on to Bondesil 40 μM C8 resin (400 g) that had been prewashed with methanol (1 L) and water (1 L). The product was eluted with methanol (800 ml) after being first washed with water (800 ml) followed by 20% acetonitrile in water (800 ml). Evaporation of the methanol gave compound BB as a yellow solid (7.3 g).

Provenance & Evidence