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HRID 4115Erstellt: 24. Oktober 2026

Trifluoroacetic acid → (2S-trans)-(3-Amino-2-methyl-4-oxo-1-azetidinyl)phosphonic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester, trifluoroacetate salt

https://huagongshe.com/de/reaction/4115

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktAnisoleHCID 7519—
EduktPotassiumHCID 5462222—
Edukt(2S-trans)-[1-[[2-(3,4-dihydroxyphenyl)-2-oxoethoxy]hydroxyphosphinyl]-2-methyl-4-oxo-3-azetidinyl]carbamic acid, 1,1-dimethylethyl esterHCID 131715446—
LösungsmittelTolueneHCID 1140—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S-trans)-(3-Amino-2-methyl-4-oxo-1-azetidinyl)phosphonic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester, trifluoroacetate saltHCID 131715444—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a suspension of (2S-trans)-[1-[[2-(3,4-dihydroxyphenyl)-2-oxoethoxy]hydroxyphosphinyl]-2-methyl-4-oxo-3-azetidinyl]carbamic acid, 1,1-dimethylethyl ester, monopotassium salt (117 mg, 0.25 mmol) in 2.5 ml of dry dichloromethane was added 100 μl of anisole and the mixture was then cooled to 0° C. in an ice bath under argon. Trifluoroacetic acid (1 ml) was added and the mixture stirred for two hours. The reaction mixture was diluted with 5 ml of dry toluene and the solvents removed in vacuo at room temperature yielding a yellow oily residue. The residue was triturated with hexanes (2×10 ml) followed by trituration with ether (2×10 ml). The solid was dried in vacuo yielding the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04723002
Quelldatensatzuspto-grants-1988_02
ORD IDord-7b463b2c4b634287ae0797a585b376de
Quellennotizuspto-grants-1988_02