Dimethyl Sulfate → Benzyl 6-azido-3-methoxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

HRID 1154920Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1154920
[N:1]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7](=[O:22])[CH:8]2[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])=[N+:2]=[N-:3].[C:23](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O.C(OCC)C>[N:1]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([O:22][CH3:23])=[C:8]2[C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])=[N+:2]=[N-:3]

Komponenten

6

Edukt 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 20563654Benzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylate

Produkt 1

HCID 20563673Benzyl 6-azido-3-methoxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Benzyl 6-azido-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylate (1 mmol) is dissolved in anhydrous acetone (5 ml) and treated with powdered, anhydrous potassium carbonate (2 mmol). The resulting suspension is treated with dimethyl sulfate (1.2 mmol) and stirred vigorously at room temperature for several hours. The mixture is diluted with ethylether and filtered. The filtrate is washed with water and brine, dried and evaporated under vacuum to give benzyl 6-azido-3-methoxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Aufarbeitung

  1. filtrationfiltered
  2. washThe filtrate is washed with water and brine
  3. customdried
  4. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e69330479ea34926a5004bfb748fb203
Quelldatensatz
uspto-grants-1981_11
Patentnummer
US04298741

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