Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 71008704 | HCID 71008704 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71008354 | HCID 71008354 | 100.2% |
Reaction Steps
(2R,6S,13aS,14aR,16aS,Z)-ethyl 2-(3-fluorophenanthridin-6-yloxy)-6-(5-methylisoxazole-3-carboxamido)-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]diazacyclopentadecine-14a-carboxylate (846 mg, 1.21 mmol) was dissolved in tetrahydrofuran (6 mL), methanol (3 mL), and water (3 mL) and lithium hydroxide monohydrate (76 mg, 1.8 mmol) was added. The reaction mixture was heated at 40° C. for 4 h. The mixture was cooled to rt and partitioned between 2 N HCl and dichloromethane. The organic layer was concentrated under reduced pressure and then azeoptroped with toluene and chloroform to provide the title compound (0.812 g, quantitative yield) as a colorless solid that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08951964B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-13d88eddd49e42da9b05f76dc421c015 |
|---|
| Source note | uspto-grants-2015_02 |
|---|