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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1441950Erstellt: 25. Oktober 2026

Diisopropyl diazene-1,2-dicarboxylate → ethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetate

https://huagongshe.com/reaction/1441950

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
EduktEthyl phenylcyanoacetateHCID 95298—
LösungsmittelTolueneHCID 1140—
Produktethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetateHCID 68544089105,8%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07655817B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-352dd41fe2c9444ca99904f7c45ddb45
Quellennotizuspto-grants-2010_02