HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tert-butyl 2,2,2-trichloroethanimidate → tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-hydroxypropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tert-butyl 2,2,2-trichloroethanimidate | HCID 2734700 | — |
| Edukt | (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxypropanoic acid | HCID 6541433 | — |
| Lösungsmittel | Cyclohexane | HCID 8078 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-hydroxypropanoate | HCID 13965220 | 68,3% |
Reaktionsschritte
To a solution of commercial N-Fmoc-L-serine (1.5 g, 4.58 mmol) in EtOAc (40 ml), a solution of t-butyl 2,2,2-trichloroacetimidate (4.00 g, 18.32 mmol) in cyclohexane (18 ml) was added dropwise. After stirring at room temperature for 24 hrs, the solution was evaporated and the residue was purified by flash chromatography (n-Hexane/EtOAc 70:3), yielding the title compound (1.20 g, 68%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09266820B2 |
| Quelldatensatz | uspto-grants-2016_02 |
| ORD ID | ord-28932fd93c5d4c7dbdb19f8ffbd9edea |
| Quellennotiz | uspto-grants-2016_02 |