The synthesis and transformations of ethyl (Z)-2-[2,2-bis(ethoxycarbonyl)vinyl]amino-3-dimethylaminopropenoate,a new reagent in the synthesis of heterocyclic compounds |
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Authors: | Gorazd Sorak Amalija Sinur Ljubo Goli
Branko Stanovnik |
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Institution: | Gorazd Sor?ak,Amalija Sinur,Ljubo Goli?,Branko Stanovnik |
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Abstract: | Ethyl (Z)-2-2,2-bis(ethoxycarbonyl)vinyl]amino-3-dimethylaminopropenoate (5) , a new reagent in the synthesis of heteroaryl substituted β-amino- α,β- -dehydro—amino acid derivatives and some fused hetero-cyclic systems, was prepared from ethyl N-2,2-bis(ethoxycarbonyl)vinylglycinate (3) and N,N-dimethyl-formamide dimethyl acetal (4) . The substitution of the dimethylamino group in the compound 5 with heterocyclic amines produced ethyl 2-2,2-bis(ethoxycarbonyl)vinyl]amino-3-heteroarylaminopropenoates 7a-f and, in some instances, 2,2-bis-(ethoxycarbonyl)vinyl]aminoazolo- or -azinopyrimidine derivatives 8g-k. |
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