Potassium Carbonate → 5,6a(R),7,8,9,9a(S)-Hexahydro-2,5-dimethyl-3-[(trimethylacetoxy)methyl]-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

HRID 275328

Reaktionsgleichung

Reaktionsgleichung von HRID 275328
[CH3:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH3:12])[C:6]3=[N:13][C@@H:14]4[CH2:18][CH2:17][CH2:16][C@@H:15]4[N:5]3[C:4]=2[N:3]=1.[C:19](=O)([O-])[O-].[K+].[K+].ClC[CH2:27][C:28]([CH3:33])([CH3:32])[C:29]([O-:31])=[O:30]>CN(C=O)C>[CH3:1][C:2]1[N:10]([CH2:19][O:31][C:29](=[O:30])[C:28]([CH3:33])([CH3:32])[CH3:27])[C:9]2[C:8](=[O:11])[N:7]([CH3:12])[C:6]3=[N:13][C@@H:14]4[CH2:18][CH2:17][CH2:16][C@@H:15]4[N:5]3[C:4]=2[N:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 107767622,5-dimethyl-(6aR,9aS)-3,4,5,8-tetrahydrocyclopenta[4,5]imidazo[2,1-b]purin-4-oneHCID 217530474-Chloro-2,2-dimethylbutanoate

Produkt 1

HCID 186594035,6a(R),7,8,9,9a(S)-Hexahydro-2,5-dimethyl-3-[(trimethylacetoxy)methyl]-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Treat 5,6a(R),7,8,9,9a(S)-hexahydro-2,5-dimethylcyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one from Example 19a (0.28 g, 1.1 mmol) in DMF with (4 ml) with potassium carbonate (0.24 g) and chloromethylpivalate (0.2 ml, 1.4 mmol) at 35° C. for 6 hr. Cool and filter the reaction mixture. Partition the filtrate with brine and ethyl acetate: THF 1:1. Dry and concentrate the organic layer to give the title compound as a powder.

Aufarbeitung

  1. temperatureCool
  2. filtrationfilter the reaction mixture
  3. customPartition the filtrate with brine and ethyl acetate: THF 1:1
  4. customDry
  5. concentrationconcentrate the organic layer

Quellen und Nachweise

ORD-Eintrag
ord-94655324a3ca4ebc93fe2e84463a251d
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05393755

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