Carbon tetrabromide → Boc-L-alanine methyl ester

Participants

Reaction Steps

The obtained N-Boc-L-serine methyl ester (6.0 g) and 10.5 g (1.2 eq) of carbon tetrabromide were dissolved in 100 ml of dry THF and a solution prepared by dissolving 8.29 g (1.2 eq) of Ph3P in 50 ml of dry THF was added dropwise under ice cooling, followed by stirring at room temperature for 24 hours. After the reaction, the reaction solution was filtered and purified by silica gel column chromatography to obtain 4.9 g (65%) of methyl(S)-2-tert-butoxycarbonylaminopropanate as a white crystal.

Provenance & Evidence