N-(tert-butoxy)-2-[1-(4-phenoxyphenylthio)cyclopent-1-yl]-acetamide → N-hydroxy-2-[1-(4-phenoxyphenylthio)-cyclopent-1-yl]-acetamide

HRID 1584397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1584397
C([O:5][NH:6][C:7](=[O:28])[CH2:8][C:9]1([S:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:17][CH:16]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1)(C)(C)C>FC(F)(F)C(O)=O>[OH:5][NH:6][C:7](=[O:28])[CH2:8][C:9]1([S:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:17][CH:16]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Komponenten

3

Edukt 1

HCID 21224113N-(tert-butoxy)-2-[1-(4-phenoxyphenylthio)cyclopent-1-yl]-acetamide

Produkt 1

HCID 21224318N-hydroxy-2-[1-(4-phenoxyphenylthio)-cyclopent-1-yl]-acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

The N-tert-butoxy-2-[1-(4-phenoxyphenylthio)-cyclopent-1-yl]-acetamide was dissolved in trifluoroacetic acid (6 ml) and allowed to stand for 24 hours. The acid was evaporated off under reduced pressure and the product purified by preparative TLC, eluting with 6.5% methanol/methylene chloride gave N-hydroxy-2-[1-(4-phenoxyphenylthio)-cyclopent-1-yl]-acetamide (100 mg).

Aufarbeitung

  1. customThe acid was evaporated off under reduced pressure
  2. customthe product purified by preparative TLC
  3. washeluting with 6.5% methanol/methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-ff650d42c7dc4b5b89dc19df337cac31
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05932595

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