Hydrochloric Acid → L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-

Participants

Reaction Steps

19.7 g (0.15 mole) L-Leucine 4 was suspended in 200 mlH2O and 6.75 g (0.17 mole) NaOH was added. The clear solution was cooled to <10° C. and a solution of 36 g (0.165 mole) (BOC)2O in 100 ml THF was added dropwise keeping T<10° C. (30 minutes). After stirring for 4 hours at room temperature the mixture was acidified to pH2 by adding 1N HCl. The mixture was extracted with EtOAc (250, 100 and 100 ml), the combined organic layers were dried on Na2SO4 and evaporated, yielding 40 g (>100%) 5 as a colorless oil which contained some THF but was used as such.

Provenance & Evidence