HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzylamine → N-benzyl-O-benzyl-N2-Boc-D-serinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzylamine | HCID 7504 | — |
| Edukt | (R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid | HCID 2733693 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | N-benzyl-O-benzyl-N2-Boc-D-serinamide | HCID 7216909 | 41% |
Reaktionsschritte
To a cooled (−20° C.) solution of N-Boc-O-benzyl-D-serine (1 g) in dichloro methane (12 mL), triethylamine (0.44 mL) was added and stirred for 5 minutes and subsequently isobutylchloformate (0.51 mL) was added to the reaction mixture in 5 minutes at −20° C. The solution was stirred for 5 minutes at −20° C. and benzyl amine (0.44 mL) was added to in it in 5 minutes at −20° C. The solution was stirred for 1 hr at −20° C. The solution was allowed to warm to room temperature and stirred for 1 hour. The hydrochloride salt of N-methylmorpholine was filtered. Organic layer was concentrated under vacuum to obtain solid, 0.53 g N-benzyl-O-benzyl-N2-Boc-D-serinamide after crystallization by diisopropylether.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08853439B2 |
| Quelldatensatz | uspto-grants-2014_10 |
| ORD ID | ord-434591b48bc24c069a730e5fabdc54e4 |
| Quellennotiz | uspto-grants-2014_10 |