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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026110Generated: October 26, 2026

Water → (S)-2-Amino-6,6,6-trifluoro-5-phenyl-hexanoic acid methyl ester

https://huagongshe.com/reaction/1026110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactant(2R,5S)-2-Isopropyl-3,6-dimethoxy-5-(4,4,4-trifluoro-3-phenyl-butyl)-2,5-dihydro-pyrazineHCID 67177689—
SolventAcetonitrileHCID 6342—
Product(S)-2-Amino-6,6,6-trifluoro-5-phenyl-hexanoic acid methyl esterHCID 67177271—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of (2R,5S)-2-isopropyl-3,6-dimethoxy-5-(4,4,4-trifluoro-3-phenyl-butyl)-2,5-dihydro-pyrazine (1.86 g) in acetonitrile (18 ml) were added water (7 ml) and trifluoroacetic acid (3.8 ml). The mixture was stirred overnight at 40° C. Saturated ammonium chloride solution was added and the mixture was extracted with dichloromethane three times. The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (SiO2, EtOAc/MeOH=98:2 to yield a light yellow solid, (0.98 g, 71%); MS (ISP): 276.1 ((M+H)+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729113B2
Source datasetuspto-grants-2014_05
ORD IDord-751cfc272a7e4db5958ecb0c8196f6e2
Source noteuspto-grants-2014_05