Allyl Alcohol → HCID 53841977, compound

Participants

Reaction Steps

To a solution of N-(tert-butyloxycarbonyl)-L-valine (10.53 g; 48.5 mmol) and allyl alcohol (33 mL; 49 mmol) in 150 mL CHCl3 at 0° C. was added HOBt (8.53 g; 63.1 mmol) then EDCI (13.88 g, 72.4 mmol). The final mixture was stirred at 4° C. for 12 h then poured in to 100 mL NH4OAc (25%). The organic phase was separated. The aqueous phase was washed with 50 mL of CHCl3. The organic phases were combined, dried over Na2SO4, concentrated and flash chromatographed on silica gel (hexane/EtOAc 9:1) to yield 5.10 g (41 %) of the title compound.

Provenance & Evidence