HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminobenzenesulfonic acid → 3-({[(2S)-2-amino-3-methoxy-3-oxopropoxy]carbonyl}amino)benzene-1-sulfonic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminobenzenesulfonic acid | HCID 8474 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | N-Boc-L-serine methyl ester | HCID 7019177 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-({[(2S)-2-amino-3-methoxy-3-oxopropoxy]carbonyl}amino)benzene-1-sulfonic acid | HCID 53469025 | — |
Reaction Steps
Boc-Ser-OMe, 110 mg (0.5 mmol), and 87 mg (0.5 mmol) of 3-aminobenzenesulfonic acid were dissolved in 1 ml of pyridine, and 50 mg of triphosgene was added to the solution. The mixture was stirred at room temperature for 2 hours and the solvent was then distilled off. The resulting residue was purified according to the purification step A to give the crude product of the protected title compound. The crude product obtained was dissolved in 1 ml of methylene chloride and 1 ml of trifluoroacetic acid. The solution was stirred for 30 minutes at room temperature. After the solvent was distilled off, 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 | US09000208B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-9a504f2a86744fe9bcad050983ae129e |
| Source note | uspto-grants-2015_04 |