HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonia → Ipi-493
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Geldanamycin | HCID 5288382 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Ipi-493 | HCID 9893658 | — |
Reaktionsschritte
Geldanamycin (1.12 g, 2 mmol, 1 equiv) was added to anhydrous DCM (5 mL). NH3 in MeOH was added to this solution (9 mL, 100 mmol, 50 equiv) and was allowed to stir for 24 hours. At which point the reaction solution was diluted with DCM and extracted with water, followed by dilute HCl. The organic layer was collected washed with brine, dried over Na2SO4 and concentrated to yield a purple solid. This solid was recrystalized twice from acetone/heptanes to yield 0.239 of 17-amino-17-demethoxygeldanamycin.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07361647B2 |
| Quelldatensatz | uspto-grants-2008_04 |
| ORD ID | ord-9b2c902e8a8b403aaed1b4845abc261c |
| Quellennotiz | uspto-grants-2008_04 |