Ninhydrin → 5-(S)-Acetamidomethyl-3-[4'-dimethoxymethyl-3'-fluorophenyl]-oxazolidine-2-one

HRID 412490Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412490
[C:1](OC(=O)C)(=[O:3])[CH3:2].N1C=CC=CC=1.ClCCl.[NH2:17][CH2:18][C@@H:19]1[O:23][C:22](=[O:24])[N:21]([C:25]2[CH:30]=[CH:29][C:28]([CH:31]([O:34][CH3:35])[O:32][CH3:33])=[C:27]([F:36])[CH:26]=2)[CH2:20]1.C1C=C2C(C(O)(O)C(=O)C2=CC=1)=O>>[C:1]([NH:17][CH2:18][C@@H:19]1[O:23][C:22](=[O:24])[N:21]([C:25]2[CH:30]=[CH:29][C:28]([CH:31]([O:32][CH3:33])[O:34][CH3:35])=[C:27]([F:36])[CH:26]=2)[CH2:20]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 10236NinhydrinHCID 20443498acetic anhydride pyridine CH2Cl2HCID 229773175-(S)-Aminomethyl-3-[4'-dimethoxymethyl-3'-fluorophenyl]-oxazolidine-2-one

Produkt 1

HCID 229773135-(S)-Acetamidomethyl-3-[4'-dimethoxymethyl-3'-fluorophenyl]-oxazolidine-2-one

Versuchsvorschrift

Acetic anhydride-pyridine-dichloromethane solution (1 to 1.5 to 3, 4 mL) was added to BAL resin immobilized 5-(S)-aminomethyl-3-[4′-dimethoxymethyl-3′-fluorophenyl]-oxazolidine-2-one, and the mixture was agitated for ca. 2 h (until negative ninhydrine test indicated completion of the acylation). The resin was filtered, washed liberally with methanol and dichloromethane and dried under vacuum.

Aufarbeitung

  1. filtrationThe resin was filtered
  2. washwashed liberally with methanol and dichloromethane
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-939e58bc94b943b5b8899cb6c62f791f
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562844B2

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