甲基取代的甲酸态的四氢叶酸辅酶模型的合成及其取代碳单元转移反应

Synthesis and Carbon Unit Transfer Reactions of Methyl Substituted N 5, N 10 Methenyl tetrahydrofolate Coenzymes

以乙二胺和乙酰胺为原料，经４步反应合成了碘化１，２－二甲基－３－间（或对）－硝基苯磺酰基咪唑啉（２ａ，２ｂ），以２ａ和２ｂ作为甲基取代的甲酸态四氢叶酸辅酶模型，同单亲核中心的氮亲核体（对甲苯胺，对甲氧基苯胺等）和碳亲核体（丙二腈）反应得到次乙基单元（ＣＨ３—Ｃ）转移的中间体产物；与双亲核中心的亲核体（邻苯二胺，邻氨基酚）反应得到次乙基单元完全转移的产物．

Acetamide reacts with 1,2 diaminoethane to yield diacyl ethylenediamine, and the consecutive reaction with magnesium and m( or p ) nitrophenylsulfonyl chloride and methyl iodide gives 1,2 dimethyl 3 m (or p ) nitrophenylsulfonyl imidazolinium salts that serve as the models of N 5,N 10 C +R tetrahydrofolate(THF) coenzymes(2a, 2b). The latter salts with monofunctional nitrogen nucleophiles( p methyl aniline, p methoxy aniline and so on) and carbon nucleophiles(malononitrile) give the intermediate of ethylidyne transfer reaction. Bifunctional nucleophiles (1,2 diaminobenzene, 2 aminophenol) react with 2a and 2b to yield ethylidyne transfer products.