反应详情

温度

0 °C

A chilled mixture of BocProOSu (96.1 mmole.) and dimethylformamide (100 ml.) was added with cooling to 0° C. to a solution of HDTrpOH (0.1 mole) and potassium hydroxide (85%, 0.1 mole) in dimethylformamide (150 ml.) and water (25 ml.). The mixture was stirred for one hour at 0° C., allowed to warm to room temperature overnight, and stripped of volatiles. The residue was partitioned between ethyl acetate and aqueous citric acid (5%). Crystals which formed between the layers were collected by filtration and recrystallized from methanol-water. More product was obtained by stripping the ethyl acetate layer of ethyl acetate and recrystallizing the residue from methanol-water. The recrystallizates were combined, affording BocProD-TrpOH in 86% yield (33.1 g., m.r. 210°-213° C.).

1. additionwas added
2. temperatureto warm to room temperature overnight
3. customThe residue was partitioned between ethyl acetate and aqueous citric acid (5%)
4. customCrystals which formed between the layers
5. filtrationwere collected by filtration
6. customrecrystallized from methanol-water
7. customMore product was obtained
8. customrecrystallizing the residue from methanol-water