CAJ | 학술논문

[目的]用微波法合成Nδ-保护鸟氨酸.[方法]以L-鸟氨酸盐酸盐为原料,与碱式碳酸铜反应得到L-鸟氨酸铜络合物,在δ-氨基上分别引入苄氧羰基、叔丁氧羰基、芴甲氧羰基、乙酰基和邻苯二甲酰基,得到了Nδ-保护鸟氨酸铜络合物,微波辐射下用EDTA-2Na脱去铜离子,得到Nδ-苄氧羰基鸟氨酸、Nδ-叔丁氧羰基鸟氨酸、Nδ-芴甲氧羰基鸟氨酸、Nδ-乙酰基鸟氨酸和Nδ-邻苯二甲酰基鸟氨酸5个Nδ-保护鸟氨酸.探讨了微波辐射功率、时间及投料比例对脱铜反应的影响.[结果]脱铜反应的最佳反应条件为:n(Nδ-保护鸟氨酸铜络合物):n(EDTA)=1:1.1～1:1.2,微波辐射功率为250～300 W,反应时间为4～6 min,收率分别为93.2%、86.2%、88.7%、86.3%和86.4%(以Nδ-保护鸟氨酸铜络合物计).产物结构经元素分析和1H NMR确证.[结论]该合成工艺对环境友好、简便、高效,产物收率与纯度均较高.
[목적]용미파법합성Nδ-보호조안산.[방법]이L-조안산염산염위원료,여감식탄산동반응득도L-조안산동락합물,재δ-안기상분별인입변양탄기、숙정양탄기、물갑양탄기、을선기화린분이갑선기,득도료Nδ-보호조안산동락합물,미파복사하용EDTA-2Na탈거동리자,득도Nδ-변양탄기조안산、Nδ-숙정양탄기조안산、Nδ-물갑양탄기조안산、Nδ-을선기조안산화Nδ-린분이갑선기조안산5개Nδ-보호조안산.탐토료미파복사공솔、시간급투료비례대탈동반응적영향.[결과]탈동반응적최가반응조건위:n(Nδ-보호조안산동락합물):n(EDTA)=1:1.1～1:1.2,미파복사공솔위250～300 W,반응시간위4～6 min,수솔분별위93.2%、86.2%、88.7%、86.3%화86.4%(이Nδ-보호조안산동락합물계).산물결구경원소분석화1H NMR학증.[결론]해합성공예대배경우호、간편、고효,산물수솔여순도균교고.
[Objective]To synthesis Nδ-protective ornithine under microwave irradiation.[Method]L-ornithine monohydrochloride was first reacted with basic curpic carbonate to give L-ornithine copper complexes. Subsequently, the δ-amino was protected with tert-butoxycarbonyl (Boc), benzyloxycarbonyl (Z), fluorenylmethyloxycarbonyl (Fmoc), acetyl (Acetyl) and phthaloyl (Phthalyl), after the use of EDTA-2Na for copper removal, the Nδ-benzyloxycarbonyl ornithine, Nδ-tert-butoxycarbonyl ornithine, Nδ-fluorenylmethyloxycarbonyl ornithine, Nδ-acetyl ornithine and Nδ-phthaloyl ornithine were obtained. And the effects of microwave irradiation power, time and the feed ratio on the removal of copper were analyzed.[Results]The optimal conditions were obtained as follows: n (Nδ-protective ornithine copper complexes): n (EDTA)=1: 1.1-1: 1.2, microwave power was 250-300 W, reaction time was 4-6 min. The yield of Nδ- benzyloxycarbonyl-L-Ornithine , Nδ- tert-butyloxycarbonyl-L-Ornithine , Nδ- fluorenylmethyl-oxycarbonyl-L-Ornithine, Nδ- acetyl-L-Ornithine and Nδ- phthalyl-L-Ornithine were 93.2%, 86.2%, 88.7%, 86.3% and 86.4% respectively. The structure of aimed compounds was confirmed by elementary analysis and 1H NMR. [Conclusion] The improved synthetic route was environment friendly and convenient in operation with better product yield and purity.