Allyl bromide → (S)-3-(Allyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid

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Reaction Steps

(S)-methyl 3-(allyloxy)-2-(tert-butoxycarbonylamino)propanoate (200 mg, 0.91 mmol) and 3-bromoprop-1-ene (552 mg, 4.56 mmol) were dissolved in DCM (10 mL). Then Ag2O (654 mg, 2.74 mmol) was added at the room temperature. After stirring for 3 hours, the mixture was filtered, concentrated and purified by flash column chromatography to give the title compound A6-1 (149 mg, 63.1%) as light yellow oil.

Provenance & Evidence