HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | proline dl-form | HCID 614 | — |
| Edukt | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Edukt | Benzo(b)thiophene-5-carboxaldehyde | HCID 139097 | — |
| Edukt | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 5-[(1-Benzothiophen-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08063234B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-b2f5a39517734d4ca21c8fdca0d6e795 |
| Quellennotiz | uspto-grants-2011_11 |