HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphonic acid, P-(3-aminophenyl)- → N5-(3-phosphonophenyl)-L-glutamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphonic acid, P-(3-aminophenyl)- | HCID 79477 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid | HCID 6993444 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N5-(3-phosphonophenyl)-L-glutamine | HCID 45275687 | — |
Reaction Steps
Boc-Glu-OtBu (236 mg, 0.78 mmol), HOAt (127 mg, 0.936 mmol) and HATU (356 mg, 0.936 mmol) were dissolved in 1 ml of DMF, and triethylamine (0.21 ml) was added to the solution. Ten minutes after, the crude product of (3-aminophenyl)phosphonic acid was added and stirred at room temperature overnight. The solvent was distilled off and the mixture was purified in accordance with the purification step A to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877739B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-9589b3b1f96b49b2b6552322e85ab6d2 |
| Source note | uspto-grants-2014_11 |