Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 561388Erstellt: 26. Oktober 2026

proline dl-form → 5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/561388

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktproline dl-formHCID 614—
Edukt2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Edukt2-Bromo-1,3-thiazole-5-carbaldehydeHCID 2773259—
Edukt7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 58392271—

Reaktionsschritte

1.02 g (7.08 mmol) of Meldrum's acid, 0.04 g (0.34 mmol) of D,L-proline and 1.36 g (7.08 mmol) of 2-bromo-5-formylthiazole were successively added to a solution of 1.30 g (6.75 mmol) of the compound from Example 8A in 50 ml of acetonitrile. The reaction mixture was stirred at RT overnight and then the solvent was removed in vacuo. Purification of the residue by flash chromatography on silica gel (mobile phase: dichloromethane/methanol 95/5) resulted in 3.58 g (81% purity, 87% of theory) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063234B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-f7633072c4254390973e72a6a89551ba
Quellennotizuspto-grants-2011_11