HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N-[(1-methyl-indole-2-carbonyl)valinyl]-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic acid, tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1H-Indole-2-carboxylic acid, 1-methyl- | HCID 27695 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | valinyl-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic Acid, tert-butyl Ester | HCID 131723667 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(1-methyl-indole-2-carbonyl)valinyl]-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic acid, tert-butyl ester | HCID 86756371 | 58.2% |
Reaction Steps
The procedure of Example 77 was followed using the product of Example 106 (197.0 mg, 0.44 mmol), 1-methylindole-2-carboxylic acid (152 mg, 0.87 mmol), NMM (0.047 ml, 0.44 mmol), HOBt (144 mg, 0.96 mmol), and EDAC (183 mg, 0.96 mmol) in methylene chloride to prepare the titled product (156 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06489353B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-7322b7ff3f7f41098a43edd75890883c |
| Source note | uspto-grants-2002_12 |