HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | Anisole | HCID 7519 | — |
| Edukt | Potassium | HCID 5462222 | — |
| Edukt | (2S-trans)-[1-[[2-(3,4-dihydroxyphenyl)-2-oxoethoxy]hydroxyphosphinyl]-2-methyl-4-oxo-3-azetidinyl]carbamic acid, 1,1-dimethylethyl ester | HCID 131715446 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (2S-trans)-(3-Amino-2-methyl-4-oxo-1-azetidinyl)phosphonic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester, trifluoroacetate salt | HCID 131715444 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04723002 |
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| Quelldatensatz | uspto-grants-1988_02 |
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| ORD ID | ord-7b463b2c4b634287ae0797a585b376de |
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| Quellennotiz | uspto-grants-1988_02 |
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