HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-5-chloro-2-hydroxybenzenesulfonic acid → (2S)-2-amino-4-[(5-chloro-2-hydroxy-3-sulfophenyl)carbamoyl]butanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-5-chloro-2-hydroxybenzenesulfonic acid | HCID 6927 | — |
| 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 | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (2S)-2-amino-4-[(5-chloro-2-hydroxy-3-sulfophenyl)carbamoyl]butanoic acid | HCID 45275684 | — |
Reaction Steps
101 mg (0.33 mmol) of Boc-Glu-OtBu, 130 mg (0.33 mmol) of HATU, 45 mg (0.33 mmol) of HOAt and 77 mg (0.33 mmol) of 3-amino-5-chloro-2-hydroxybenzenesulfonic acid were suspended in 2.0 ml of DMF, to which 0.5 ml of pyridine was added and stirred at room temperature overnight. After distilling the solvent away, purification step A was used to obtain an intermediate. This crude product was dissolved in 2.0 ml of TFA and stirred at room temperature for 90 minutes. After distilling the solvent away, purification step A was used to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150505B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-8b77d8b3c7434e6bb3192bdecc9b9b75 |
| Source note | uspto-grants-2015_10 |