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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120951Generated: November 2, 2026

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

https://huagongshe.com/reaction/2120951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantGlycineHCID 750—
ReactantSodium HydroxideHCID 14798—
ReactantDi-tert-butyl dicarbonateHCID 90495—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170248.9%

Reaction Steps

18.8 g (0.25 mole) Glycine 18 was suspended in 250 ml H2O and 11 g (0.275 mole) NaOH was added. The clear solution was cooled to <10° C. and a solution of 60 g (0.165 mole) (BOC)2O in 250 ml THF was added dropwise keeping T<10° C. (20 minutes). After stirring for 20 hours at room temperature the mixture was acidified to pH1 by adding 1N HCl. The mixture was extracted with EtOAc (250, 100 and 100 ml), the combined organic layers were dried on MgSO4 and evaporated, yielding 47.5 g (>100%) 5 as a colourless oil which contained some THF but was used as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693167B1
Source datasetuspto-grants-2004_02
ORD IDord-bb26164aec504ebcb312573c40eb7f40
Source noteuspto-grants-2004_02