HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68618413, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 68618323 | HCID 68618323 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68618413 | HCID 68618413 | 97.1% |
Reaction Steps
To 14-tert-butoxycarbonylamino-18-(4-fluoro-1,3-dihydro-isoindole-2-carbonyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadecane-4-carboxylic acid methyl ester (319 mg, 0.49 mmol) in a 1:1:1 mixture of THF:MeOH:H2O (6 mL) was added lithium hydroxide (104 mg, 2.47 mmol). The resulting slurry was stirred at room temperature overnight then diluted with EtOAc and washed with 1N HCl and brine. The resulting organic layer was dried over sodium sulfate and concentrated to provide the crude 14-tert-butoxycarbonylamino-18-(4-fluoro-1,3-dihydro-isoindole-2-carbonyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadecane-4-carboxylic acid (300 mg, 97% yield). LCMS found 630.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513186B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-2a2a69da749244e8ba2a01491c83c90c |
| Source note | uspto-grants-2013_08 |