HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → Benzyl{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({(3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutyl}amino)carbonyl]butyl}carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Z-Ndelta-Boc-L-ornithine | HCID 7350734 | — |
| Edukt | Boc-Dab(Z)-Ol (S) | HCID 59722512 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Benzyl{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({(3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutyl}amino)carbonyl]butyl}carbamate | HCID 131727168 | — |
Reaktionsschritte
Under argon, 0.082 g (0.22 mmol) of N2-[(benzyloxy)carbonyl]-N5-(tert-butoxycarbonyl)-L-ornithine and 0.059 g (0.29 mmol) of benzyl{(3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutyl}carbamate (Example 237A) are dissolved in 6 ml of dimethylformamide. Then, at 0° C. (ice bath), 0.056 g (0.29 mmol) of EDC and 0.009 g (0.067 mmol) of HOBt are added. The mixture is slowly warmed to RT and stirred at RT for 12 h. The solution is concentrated in vacuo and the residue is taken up with ethyl acetate. The organic phase is washed successively with saturated sodium bicarbonate and sodium chloride solutions, dried over magnesium sulfate and evaporated in vacuo. The remaining solid is dried to constant weight under high vacuum.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07446102B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-ef59c8dc4b8c4c36b56bef2e239fbb32 |
| Quellennotiz | uspto-grants-2008_11 |