9-芴甲氧羰基氨基酸叔丁基酯的合成

Synthesis of 9-fluorenylmethoxycarbonyl amino acid tert-butyl ester

目的:寻找合成9-芴甲氧羰基氨基酸叔丁基酯的新方法。方法:以9-芴甲氧基碳酰氯与3种不同的氨基酸(甘氨酸、苯丙氨酸和脯氨酸)在碱性条件下分别反应制得相应的9-芴甲氧羰基氨基酸后,再以二碳酸二叔丁基酯作为酯化试剂,以4-二甲氨基吡啶为催化剂,与制得的9-芴甲氧羰基氨基酸反应合成得到相应的9-芴甲氧羰基氨基酸叔丁基酯。结果:采用本法合成得到3个9-芴甲氧羰基氨基酸的叔丁基酯,化合物结构均经1HNMR确证。结论:本法是操作简单、反应条件温和、产率高、适用性广的制备9-芴甲氧羰基氨基酸叔丁基酯的新方法。

Objective：To search for a new method for synthesis of 9-fluorenylmethoxycarbonyl amino acid tert-butyl ester. Methods： Glycine, L-Proline, and L-Phenylanaline were separately allowed to react with 9-fluorenylmethylchloroformate to obtain the corresponding 9-fluorenylmethoxycarbonyl amino acids. With 4-（dimethylamine） pyridine （DMAP） used as catalyst, the 9-fluorenylmethoxycarbonyl amino acids were allowed to react with Tert-butyl dicarbonate for the corresponding 9-fluorenyl- methoxycarbonyl amino acid tert-butyl esters. Results： Three 9-fluorenylmethoxycarbonyl amino acid tert-butyl esters were successfully synthesized by this method and their structures were confirmed by 1^HNMR. Conclusion： Ours is a simple method with mild condition and high yielding rate for synthesis of 9-fluorenylmethoxycarbonyl amino acid tert-butyl esters.