HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → (S)-2-amino-N1-((S)-1,1-diethoxypropan-2-yl)-N1-(naphthalen-1-ylmethyl)-N4-tritylsuccinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | (9H-Fluoren-9-yl)methyl (S)-1-(((S)-1,1-diethoxypropan-2-yl)(naphthalen-1-ylmethyl)amino)-1,4-dioxo-4-(tritylamino)butan-2-ylcarbamate | HCID 86698534 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-2-amino-N1-((S)-1,1-diethoxypropan-2-yl)-N1-(naphthalen-1-ylmethyl)-N4-tritylsuccinamide | HCID 67075487 | 78,2% |
Reaktionsschritte
(9H-Fluoren-9-yl)methyl (S)-1-(((S)-1,1-diethoxypropan-2-yl)(naphthalen-1-ylmethyl)amino)-1,4-dioxo-4-(tritylamino)butan-2-ylcarbamate (Compound III-19) 23.4 g (27 mmol) and piperidine 22.7 g (270 mmol) were added in DCM (90 ml). The mixture was stirred for 1.5 h at room temperature. The mixture was diluted with DCM (200 ml) and washed with water (150 ml×3). The solution was concentrated in vacuo. The residue was purified by column chromatography on silica gel with PE:EA=50:1 to DCM:MeOH=10:1 to give the title compound 13.6 g, (yield 78%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09193734B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-bf3cace72e8b485482be737ad2bbc2cd |
| Quellennotiz | uspto-grants-2015_11 |