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机构地区:[1]Department of Chemistry and Chemical Engineering, Suzhou University
出 处:《Chinese Journal of Chemistry》2003年第8期1098-1100,共3页中国化学(英文版)
基 金:theNaturalScienceFoundationofJiangsuEducationOffice (No .0 1KJB15 0 0 0 2 )
摘 要:Cyclodipeptide (3 S,6S ) bis(phenylmethyl)piperazine 2,5 dione was prepared in high yield by heating phenylalanine methyl ester in toluene under reflux. The reduction of this cyclodipeptide with sodium NaBH 4 BF 3 in DME gave the (2 S,5S ) bis(phenylmethyl)piperazine, which, on heating with ethylene bromide and triethylamine, afforded the title compounds. This method was proved to be generally applicable to the synthesis of C 2 symmetric 2,5 disubstituted 1,4 diazabicyclo[2.2.2]octane from the corresponding natural or unnatural amino acid esters.Cyclodipeptide (3 S,6S ) bis(phenylmethyl)piperazine 2,5 dione was prepared in high yield by heating phenylalanine methyl ester in toluene under reflux. The reduction of this cyclodipeptide with sodium NaBH 4 BF 3 in DME gave the (2 S,5S ) bis(phenylmethyl)piperazine, which, on heating with ethylene bromide and triethylamine, afforded the title compounds. This method was proved to be generally applicable to the synthesis of C 2 symmetric 2,5 disubstituted 1,4 diazabicyclo[2.2.2]octane from the corresponding natural or unnatural amino acid esters.
关 键 词:cyclodipeptide piperazine 1 4 dione C 2 symmetric preparation
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