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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 991764Erstellt: 27. Oktober 2026

Dimethylacetoacetamide → tert-Butyl 2-(3-Methoxycarbonyladamant-1-ylcarbonylamino)-6-(N,N-dimethylaminocarbonyl)hex-4-ynoate

https://huagongshe.com/reaction/991764

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylacetoacetamideHCID 16278—
Edukttert-Butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)pent-4-ynoateHCID 21940505—
KatalysatorCopper SulfateHCID 24462—
LösungsmittelBenzeneHCID 241—
Produkttert-Butyl 2-(3-Methoxycarbonyladamant-1-ylcarbonylamino)-6-(N,N-dimethylaminocarbonyl)hex-4-ynoateHCID 21940554—

Reaktionsschritte

tert-Butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)pent-4-ynoate (0.44 g) was dissolved in 0.8 mL of dry benzene under nitrogen. To this solution was added a catalytic amount of CuSO4 and the reaction mixture was brought to reflux. N,N-Dimethyl acetoacetamide was added dropwise in excess. Evolution of nitrogen was observed. The addition was complete after 30 min. The reaction was then heated for another 30 min. After cooling the reaction mixture, the solvent was evaporated under reduced pressure and the crude product was purified on a prep plate (silica gel; EtOAc/hexanes, 2:3) to afford the title compound as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06465513B1
Quelldatensatzuspto-grants-2002_10
ORD IDord-c0ceabe7662e4efbbc3b31b9e99157dc
Quellennotizuspto-grants-2002_10