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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765646Generated: October 25, 2026

Triethylamine → Ethyl 2-azido-4-{[1-(tert-butoxycarbonyl)propyl]amino}butanoate

https://huagongshe.com/reaction/1765646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 2-aminobutanoateHCID 13283519—
ReactantEthyl 2-azido4-bromobutanoateHCID 22016955—
SolventAcetonitrileHCID 6342—
ProductEthyl 2-azido-4-{[1-(tert-butoxycarbonyl)propyl]amino}butanoateHCID 2201705252.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of tert-butyl 2-amino-butanoate (0.397 g) and ethyl 2-azido-4-bromo-butanoate (0.286 g) in acetonitrile (5 ml) was added triethylamine (0.347 ml). The mixture was heated at 50° C. for 18 h, cooled and evaporated onto silica gel (Merck.7734). The pre-absorbed material was purified by flash column chromatography (Merck. 9385, eluting with cyclohexane:ethyl acetate 6:1) to give the title compound (0.200 g) as a mixture of four diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226929B2
Source datasetuspto-grants-2007_06
ORD IDord-f9700ddb93c24b59a2ca6ae1240cdc60
Source noteuspto-grants-2007_06