HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 67681760, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Tetrahydro-2-furoic acid, (-)- | HCID 446666 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 67681858 | HCID 67681858 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67681760 | HCID 67681760 | 13.8% |
Reaction Steps
To a 0° C. solution of methyl (S)-1-((S)-2-(5-(6-(4-(2-((S)-1-((R)-2-amino-2-phenylacetyl) pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)naphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (70 mg, 0.08 mmol) in DMF (1 mL) was added (S)-tetrahydrofuran-2-carboxylic acid (10 mg, 0.09 mmol), PyBOP (52 mg, 0.10 mmol), HOBT (14 mg, 0.10 mmol), and N-methylmorpholine (40 mg, 0.4 mmol) successively. The solution was warmed to rt and allowed to stir for 2 h. The mixture was diluted with EtOAc, washed with 1N HCl, sat. NaHCO3, and brine, dried over MgSO4, and concentrated. The residue was purified by silica gel chromatography to yield product (9.5 mg). LCMS-ESI+: calc'd for C50H54N8O6: 863.01 (M+); Found: 863.31 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156823B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-f56368caf30d4b17a75c0ae3672d065a |
| Source note | uspto-grants-2015_10 |