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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 16325Erstellt: 25. Oktober 2026

Methanol → tert-butyl [(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamate

https://huagongshe.com/reaction/16325

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTetrahydrofuranHCID 8028—
EduktPotassium CarbonateHCID 11430—
Edukt[(1R,2R)-2-tert-butoxycarbonylamino-1-methyl-2-(3,4,5-trifluorophenyl)ethyl]4-nitrobenzoateHCID 68911294—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkttert-butyl [(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamateHCID 6871798695,1%

Reaktionsschritte

A potassium carbonate powder (6.43 g) was added to a solution mixture of methanol (90 mL) and THF (10 mL) of 4-nitrobenzoic acid (1R,2R)-2-tert-butoxycarbonylamino-1-methyl-2-(3,4,5-trifluorophenyl)ethyl ester (7.03 g). This reaction solution was stirred at room temperature for 1 hr. Then, ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The obtained organic layer was washed with saturated saline twice, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the obtained residue, diethylether was added. The insoluble matter was removed by filtration and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography (toluene ethyl acetate=6:1) to give 4.49 g of the title compound. The physical property values of this compound were as follows:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737141B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c79eca467f9347519f110d1079b2558d
Quellennotizuspto-grants-2010_06