Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Succinate | HCID 160419 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 86585707 | HCID 86585707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86585705 | HCID 86585705 | — |
| Product | HCID 86585706 | HCID 86585706 | — |
Reaction Steps
To methyl-3-(R)-butyl-3-(2-(S)-carboxycarbonylpyrrolidin-1-ylcarbonyl)-propionate E-2 (100 mg) in DMF (1 mL) was added an amine (1 equivalent), DIEA (2.5 equivalents) and HATU (1 equivalent) and the reaction stirred for 4 h. The solution was then cooled to 0° C., 50% aqueous hydroxylamine was added (400 μL), and the reaction stirred at 4° C. for 4 hours to 3 days, depending upon the succinate. The crude reaction mixture was then purified by preparative reverse-phase (C18) HPLC to afford the desired compound methyl-3-(R)-butyl-3-(2-(S)-aminocarbonylpyrrolidin-1-ylcarbonyl)propionate E-3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06797820B2 |
|---|
| Source dataset | uspto-grants-2004_09 |
|---|
| ORD ID | ord-aad064ee5e9e4ee7aca40a04c7d40a3a |
|---|
| Source note | uspto-grants-2004_09 |
|---|
