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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061696Generated: November 2, 2026

Water → HCID 178473748, compound

https://huagongshe.com/reaction/1061696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant(2RS,3S)-2-Acetoxy-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-4-phenylbutanenitrileHCID 60073844—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178473748HCID 178473748—

Reaction Conditions

Temperature60 °C

Reaction Steps

Sodium azide (75.3 mg) and aluminum chloride (386 mg) are added to a solution of (2RS,3S)-2-acetoxy-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-4-phenylbutanenitrile (299 mg, Compound No. 18-1) in tetrahydrofuran (3.5 ml), and the mixture is stirred for two hours. The reaction mixture is warmed to 60° C. and stirred for three hours. The reaction mixture is cooled to room temperature, then water is added to the reaction mixture, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure, and the resulting residue is purified by silica gel column chromatography to give the titled compound (242 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960575B2
Source datasetuspto-grants-2005_11
ORD IDord-c8aa1168fb8f41f78427b08467f8e8f5
Source noteuspto-grants-2005_11