Competitive intramolecular aminolysis: Relative rates of 5- and 6-membered lactam ring closure
作者:Kevin H. Patterson、Gary J. Depree、Johannes A. Zender、Peter J. Morris
DOI:10.1016/s0040-4039(00)76532-4
日期:1994.1
5-Dape Me) undergoes competitive intramolecular aminolysis to 5-aminomethyl-2-pyrrolidinone (L5) and 5-amino-2-piperidinone (L6) in dilute alkaline aqueous solution at 25°C. Use of this single compound provides an ideal case for assessing the relative rates of 5- and 6-membered lactam ring closure. Assessments are also made using the intramolecular aminolysis of pairs of compounds: methyl 2,4-diaminobutanoate
4,5-二氨基戊酸甲酯(4,5-Dape Me)在25°C的稀碱性水溶液中经历竞争性分子内氨解反应,生成5-氨基甲基-2-吡咯烷酮(L5)和5-氨基-2-哌啶酮(L6)。该单一化合物的使用为评估5元和6元内酰胺闭环的相对比率提供了理想的案例。还使用化合物对的分子内氨解进行评估:2,4-二氨基丁酸甲酯(2,4-Dab Me)和2,5-二氨基戊酸甲酯(2,5-Dape Me);4-氨基丁酸甲酯(4-Ab Me)和5-氨基戊酸甲酯(5-Ape Me)。