HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminobenzenesulfonic acid → N5-(3-sulfophenyl)-L-glutamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminobenzenesulfonic acid | HCID 8474 | — |
| 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-sulfophenyl)-L-glutamine | HCID 45275583 | 41% |
Reaction Steps
Boc-Glu-OtBu (75 mg, 0.247 mmol), HATU (112 mg, 0.296 mmol) and HOAt (41 mg, 0.296 mmol) were dissolved in 1 mL of DMF. Triethylamine (52 μL) was added thereto and stirred at room temperature for 10 minutes. 3-Sulfoaniline (43 mg, 0.247 mmol) was added thereto and stirred overnight at room temperature. After removing a solvent, purification was conducted in accordance with the purification process A. The obtained intermediate was dissolved in 2 mL of a trifluoroacetic acid and stirred at room temperature for 3 hours, and a solvent was removed therefrom. The obtained product was purified in accordance with the purification process A to obtain a title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796485B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-15d6ad00cbfa43f1bf2950693098437a |
| Source note | uspto-grants-2014_08 |