HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aniline → (1E,4S,4aR,5R,6aS,7S,9aR)-1-(anilinomethylene)-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aniline | HCID 6115 | — |
| Edukt | 17beta-Hydroxy wortmannin | HCID 9867340 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (1E,4S,4aR,5R,6aS,7S,9aR)-1-(anilinomethylene)-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetate | HCID 68541839 | 42,8% |
Reaktionsschritte
To a solution of 50 mg (0.116 mmol) 17-hydroxywortmannin in 1 mL CH2Cl2 is added 26.2 mL (0.287 mmol) aniline. The reaction mixture is stirred at room temperature for 1 week and then concentrated in vacuo. The residue is dissolved in EtOAc and triturated with hexane to give a yellow powder. The yellow powder is purified by silica gel chromatography, (hexane/EtOAc) to give an oil. The oil is triturated with hexane to give 26 mg (42.8%) product as an orange powder. HRMS (ESI) m/z calcd for C29H33NO8 523.22074, found: 524.22692 (M+H)+1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07666901B2 |
| Quelldatensatz | uspto-grants-2010_02 |
| ORD ID | ord-1369e43a326248f7a90abd5ac51457f1 |
| Quellennotiz | uspto-grants-2010_02 |