Phosphate → 3-Phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone

HRID 1856247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1856247
O1CCCCC1[N:7]1[CH:10]([CH2:11][CH2:12][O:13]C2CCCCO2)[CH:9]([NH:20][C:21](=[O:29])[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:8]1=[O:30].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.P([O-])([O-])([O-])=O>CO>[C:23]1([CH2:22][C:21]([NH:20][CH:9]2[CH:10]([CH2:11][CH2:12][OH:13])[NH:7][C:8]2=[O:30])=[O:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Komponenten

5

Edukt 3

HCID 1061PhosphateHCID 521998p-Toluenesulfonic acid monohydrateHCID 541458371-(2-Tetrahydropyranyl)-3-phenylacetamido-4-[2-(2-tetrahydropyranyl)oxyethyl]-2-azetidinone

Produkt 1

HCID 128047363-Phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-(2-tetrahydropyranyl)-3-phenylacetamido-4-[2-(2-tetrahydropyranyl)oxyethyl]-2-azetidinone in methanol at 25° C. is treated with 0.1 molar equivalent of p-toluenesulfonic acid monohydrate. The solution is stirred for a period of 2 hours and then neutralized with 1 M pH 7 phosphate buffer. The product is extracted into ethyl acetate. The ethyl acetate solution is washed with brine, dried over magnesium sulfate and filtered. The filtrate is evaporated under reduced pressure to give 3-phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone.

Aufarbeitung

  1. extractionThe product is extracted into ethyl acetate
  2. washThe ethyl acetate solution is washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6da8ac6050c642649f28e4ed0a82a149
Quelldatensatz
uspto-grants-1980_08
Patentnummer
US04218463

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