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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 561387Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/561387

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktproline dl-formHCID 614—
Edukt2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
EduktBenzo(b)thiophene-5-carboxaldehydeHCID 139097—
Edukt7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-[(1-Benzothiophen-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 58392277—

Reaktionsschritte

1.02 g (5.66 mmol) of 1-benzothiophene-5-carbaldehyde, 0.82 g (5.66 mmol) of Meldrum's acid and 0.03 g (0.28 mmol) of D,L-proline were added to a solution of 1.00 g (5.66 mmol) of the compound from Example 8A in 8 ml of acetonitrile. The reaction mixture was stirred at RT overnight and then the solvent was removed in vacuo. Purification of the residue by preparative HPLC (mobile phase: acetonitrile/water gradient) resulted in 1.73 g (71% purity, 47% of theory) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063234B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-b2f5a39517734d4ca21c8fdca0d6e795
Quellennotizuspto-grants-2011_11