HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyrrolidine → (1E,4S,4aR,5R,6aS,7S,9aR)-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1-(Pyrrolidin-1-ylmethylene)-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 | Pyrrolidine | HCID 31268 | — |
| Edukt | 17beta-Hydroxy wortmannin | HCID 9867340 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (1E,4S,4aR,5R,6aS,7S,9aR)-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1-(Pyrrolidin-1-ylmethylene)-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetate | HCID 24808149 | 68,7% |
Reaktionsschritte
To a solution of 50 mg (0.116 mmol) 17-hydroxywortmannin in 1 mL methylene chloride (CH2Cl2) is added 12.1 mL (0.145 mmol) pyrrolidine. The reaction mixture is stirred at room temperature for 2 hours and then concentrated in vacuo. The residue is dissolved in EtOAc and precipitated with hexane. The precipitate is washed two times with hexane to give 40 mg (68.7%) product as a yellow solid. HRMS (ESI) m/z calcd for C27 H35NO8 501.2364, found: 502.24250 (M+H)+1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07666901B2 |
| Quelldatensatz | uspto-grants-2010_02 |
| ORD ID | ord-b58a5550c6c74ed9b9e153506414fee1 |
| Quellennotiz | uspto-grants-2010_02 |