HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1582372Erstellt: 26. Oktober 2026
Trifluoroacetic acid → 3-(4-(1-(3-Hydroxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(S)-(isoxazol-3-ylaminomethyl)oxazolidin-2-one
https://huagongshe.com/reaction/1582372
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | 3-(4-(1-(3-Hydroxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)(N-(t-butoxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one | HCID 57192568 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-(4-(1-(3-Hydroxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(S)-(isoxazol-3-ylaminomethyl)oxazolidin-2-one | HCID 69890444 | 70,9% |
Reaktionsschritte
3-(4-(1-(3-Hydroxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-(N-(t-butoxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one (176 mg, 0.32 mM), was dissolved in dichloromethane (1 ml) and treated with trifluoroacetic acid (1 ml) at ambient temperature. After stirring for 10 minutes, the mixture was diluted with water (15 ml) and dichloromethane (15 ml), the organic layer separated, washed with water (2×15 ml), and dried (magnesium sulfate). Solvent was removed, and the residue triturated with diethyl ether to give the desired product (102 mg). NMR (DMSO-d6) δ: 2.20 (m, 1H); 2.28 (m, 1H); 2.48 (m overlapped by DMSO, 2H); 3.42 (br m overlapped by H2O, ˜4H); 3.55 (br m, ˜3H); 3.83 (t, 1H); 4.01 (m, 1H); 4.06 (m, 2H); 4.81 (m, 1H); 5.78 (s, 1H); 5.92 (s, 1H); 6.47 (br s, 1H); 7.26 (d, 2H); 8.31 (s, 1H). MS (ESP): 449 (MH+) for C21H22F2N4O5
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06734200B1 |
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| Quelldatensatz | uspto-grants-2004_05 |
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| ORD ID | ord-40086570b4784eb787b5caaa667659a9 |
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| Quellennotiz | uspto-grants-2004_05 |
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