HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → Nalpha, Nepsilon-di-(4-methylbenzenesulfonyl)-L-lysine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Lysine dihydrochloride | HCID 69567 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Potassium Carbonate | HCID 11430 | — |
| Produkt | Nalpha, Nepsilon-di-(4-methylbenzenesulfonyl)-L-lysine | HCID 15696926 | 75% |
Reaktionsschritte
To a stirred solution of L-lysine dihydrochloride (1 mmol) in a mixture of THF and 1M K2CO3 (3 mL/3 mL) was added 4-methylbenzenesulfonyl chloride (381 mg, 2.00 mmol). The reaction mixture was stirred for 2 h and then quenched with 1N HCl and extracted twice with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated. The crude was purified by flash chromatography using hexane/EtOAc/AcOH (30:69.4/0.6) to give 75% of the desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06455587B1 |
| Quelldatensatz | uspto-grants-2002_09 |
| ORD ID | ord-915d743dfdb241378e7ba9e2653a7af0 |
| Quellennotiz | uspto-grants-2002_09 |