C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/335.5
C07D 205/08 (2006.01)
Patent
CA 1175847
ABSTRACT New heterocyclic compounds containing a C-acetyl group and having the general formula: Image (I) wherein R is a protecting group suitable for a temporary protection of amines and amides or an aryl group, and Z is an alkyl group, are prepared by reacting a compound of the general formula: R - NH - CH(COOZ)2 (II) wherein R and Z are as defined above, with diketene to obtain a compound of the formula: Image (IIIa) or a mixture thereof with a compound of the formula: (IIIb) Image wherein R and Z have the aforesaid meanings, which is reacted with an alkali metal alcoholate and a reactant selected from the group consisting of iodine, bromine and a mixture of bromine and an alkali metal rhodanide, to obtain a reaction mixture containing the desired compound of the formula (I) which is then isolated therefrom. The compounds of the formula (I) in which R is an aryl group possess antihypoxic properties, while those in which R is a protecting group are valuable intermediates for the synthesis of thienamycin.
393595
Barta Gizella
Doleschall Gabor
Fetter Jozsef
Harsanyi Kalman
Hornyak Gyula
Richter Gedeon Vegyeszeti Gyar Rt
Swabey Ogilvy Renault
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