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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706380Generated: October 26, 2026

Propan-2-yl 2-aminoacetate → Isopropyl 2-((diphenylmethylene)amino)-5-oxo-4-(2,3,6-trifluorophenyl)hexanoate

https://huagongshe.com/reaction/706380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropan-2-yl 2-aminoacetateHCID 13820629—
Reactant3-(2,3,6-Trifluorophenyl)but-3-en-2-oneHCID 89815031—
ReactantHCID 178506942HCID 178506942—
SolventTetrahydrofuranHCID 8028—
ProductIsopropyl 2-((diphenylmethylene)amino)-5-oxo-4-(2,3,6-trifluorophenyl)hexanoateHCID 89814926—

Reaction Steps

Diphenylidene isopropyl glycinate (2.0 g, 7.0 mmol) and 31 (1.4 g, 7.0 mmole) were dissolved in THF (10 ml). The solution was cooled to −10° C. tert-BuOLi (0.56 g, 7.0 mmole) was charged into the solution in several portions. The reaction was warmed up to room temperature slowly and stirred overnight. After quenched by addition of aqueous NH4Cl, the solvents were removed by distillation under vacuum. The residue was subjected to silica chromatography column eluted by hexane and EtOAc yielding 32 (3.0 g, 89%) as an oil, which was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174989B2
Source datasetuspto-grants-2015_11
ORD IDord-48e019fd89de4ef187d66fec5833f2f7
Source noteuspto-grants-2015_11