HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Retaspimycin hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Tanespimycin | HCID 6505803 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Retaspimycin hydrochloride | HCID 11685945 | — |
Reaction Steps
Compound of Formula (1) (0.450 g, 0.768 mmol, 1.0 equiv) is dissolved in dichloromethane.(50 mL) and stirred with a 10% aqueous solution of sodium hydrosulfite (50 mL). The solution is stirred for 30 minutes. The organic layer was collected, dried over Na2SO4, filtered and transferred to a round bottom flask. To this solution was added a solution of HCl in dioxane (4 N, 0.211 mL, 1.1 equiv.). The resulting mixture was allowed to stir under nitrogen for 30 minutes. A yellow solid slowly crashed out of solution. The yellow solid was purified by recrystallization form MeOH/EtOAc to yield 0.386 g of the IPI-504 (15).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566706B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-583835e15ee1435caa3a9448e01e881d |
| Source note | uspto-grants-2009_07 |