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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369817Generated: October 31, 2026

Sodium Azide → HCID 86762376, compound

https://huagongshe.com/reaction/2369817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonateHCID 10894464—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86762376HCID 8676237690%

Reaction Conditions

Temperature65 °C

Reaction Steps

The mixture of (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonate (350 mg, 0.9 mmol, 1.0 eq.) and sodium azide (117 mg, 1.8 mmol, 2.0 eq.) in N,N-dimethylformamide (5 ml) was stirred at 65° C. overnight. The mixture was cooled to room temperature and diluted with water and ethyl acetate. The organic layer was separated and washed with brine, dried, and concentrated to afford tert-butyl [(1S)-2-azido-1-phenylethyl]carbamate in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710044B2
Source datasetuspto-grants-2014_04
ORD IDord-4e1d86bd2a464e67877e86729d28223b
Source noteuspto-grants-2014_04