Pentafluorophenol → (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methylvalerohydrazide

온도

0 °C

A solution of 20 g of (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methylvaleric acid in 200 ml of dimethylformamide was cooled to 0° C. under nitrogen and treated with 11.8 g of pentafluorophenol and 12.3 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. The mixture was stirred for 2.5 hours at 0° C. and then treated with 19.8 g of hydrazine hydrochloride and 33 ml of triethylamine. The mixture was left to warm to room temperature and was then stirred overnight. Evaporation gave a residue which was dissolved in ethyl acetate and washed with 2M aqueous hydrogen chloride, 5% aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride. Evaporation gave a solid which was washed with ether/hexane (1:1) and dried to give 12.1 g of of (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methylvalerohydrazide in the form of a white solid.

1. waitThe mixture was left
2. temperatureto warm to room temperature
3. stirringwas then stirred overnight
4. customEvaporation
5. customgave a residue which
6. washwashed with 2M aqueous hydrogen chloride, 5% aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride
7. customEvaporation
8. customgave a solid which
9. washwas washed with ether/hexane (1:1)
10. customdried

ORD 기록

ord-30cc4a093ad646fd95ab9889fdef551b

출처 데이터셋

uspto-grants-2001_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06281363B1