Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065778Generated: October 30, 2026

HCID 11013639, compound → HCID 67777569, compound

https://huagongshe.com/reaction/2065778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11013639HCID 11013639—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67777569HCID 6777756991.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl (3S)-3-[benzyl-[(1S)-1-phenylethyl]amino]butanoate (24 g, 67.9 mmol) is dissolved in anhydrous THF (237 mL) and cooled to 0° C. under an argon atmosphere. 1 M Lithium aluminum hydride in THF (237 mL, 237 mmol) is added dropwise over 10 min. The reaction mixture is stirred at 0° C. for 1 h and then at 60° C. for 1 h. The mixture is cooled to room temperature (RT) and diluted with diethyl ether (500 mL). The reaction is quenched with a mixture of CELITE® and Na2SO4.10 H2O (1:1) is added portionwise over 15 min. The mixture is filtered and concentrated under a vacuum to afford the title compound as a colorless oil (17.54 g, 90%). LC-ES/MS m/z 284 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288548B2
Source datasetuspto-grants-2012_10
ORD IDord-ad65cddfb86f44c999c8e0f14bd1f65f
Source noteuspto-grants-2012_10