HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropyl diazene-1,2-dicarboxylate → ethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | Ethyl phenylcyanoacetate | HCID 95298 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | ethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetate | HCID 68544089 | 105,8% |
Reaktionsschritte
To a solution of ethyl 2-cyano-2-phenylacetate (23.0 mg, 0.11 mmol) and (R,R)-trans-1-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(N,N-dimethylamino)cyclohexyl]thiourea (4.1 mg, 0.01 mmol) in toluene (1 mL) was added diisopropyl azodicarboxylate (21.5 μL, 0.10 mmol) at −78° C. After stirring for 15 min, the reaction mixture was concentrated. The residue was purified by silica gel column (hexane/ethyl acetate=3/1) to give the title compound (41.4 mg, yield: 100%, optical purity: 76% ee). Colorless amorphous
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07655817B2 |
| Quelldatensatz | uspto-grants-2010_02 |
| ORD ID | ord-352dd41fe2c9444ca99904f7c45ddb45 |
| Quellennotiz | uspto-grants-2010_02 |