HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 71041832, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium 2-methylbutan-2-olate | HCID 2733478 | — |
| Reactant | HCID 58798563 | HCID 58798563 | — |
| Reactant | HCID 86673690 | HCID 86673690 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71041832 | HCID 71041832 | 70.4% |
Reaction Steps
A mixture of tert-butyl (2R,6S,13aS,14aR,16aS,Z)-14a-(cyclopropylsulfonylcarbamoyl)-2-hydroxy-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-ylcarbamate (2c, 0.376 g, 0.660 mmol), 6-chloro-8-fluorophenanthridine (2b, 0.153 g, 0.660 mmol) and sodium 2-methylbutan-2-olate (0.218 g, 1.981 mmol) in dimethylformamide (6.6 mL) was stirred at room temperature for 2 h. The reaction mixture was added dropwise to 2N HCl (200 mL) and the resulting solid was collected by vacuum filtration, rinsed with water, and dried. The solid was purified by flash chromatography on silica gel, eluting with acetone/hexane, to provide the title compound (0.355 g, 70% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08951964B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-341b0335139f49ddba576449cf06e90f |
| Source note | uspto-grants-2015_02 |