INTRODUCTION OF 9-FLUORENYLMETHYLOXYCARBONYL, TRICHLOROETHOXYCARBONYL, AND BENZYLOXYCARBONYL AMINE PROTECTING GROUPS INTO O-UNPROTECTED HYDROXYAMINO ACIDS USING SUCCINIMIDYL CARBONATES
INTRODUCTION OF 9-FLUORENYLMETHYLOXYCARBONYL, TRICHLOROETHOXYCARBONYL, AND BENZYLOXYCARBONYL AMINE PROTECTING GROUPS INTO O-UNPROTECTED HYDROXYAMINO ACIDS USING SUCCINIMIDYL CARBONATES
复制标题
DOI：
10.1139/v82-146
复制
发表时间：
1982-01-01
影响因子：
1.1
通讯作者：
PAQUET, A
中科院分区：
文献类型：
--
作者：
PAQUET, A
合成了9-荧甲基丁二酰亚胺、五氯苯基和苯并三唑-1-基碳酸酯，并比较了它们与L-丝氨酸和L-丝氨酸苯甲酯的反应活性。用最有效的试剂9-荧甲基丁二酰亚胺碳酸酯高产率地合成了其他羟基氨基酸和羟基氨基酸酯的9-荧甲氧基羰基衍生物。介绍了三氯乙基和苄基琥珀酰亚胺碳酸酯用于有效地将羟基氨基酸及其酯转化为相应的N-三氯乙氧基碳酸酯和苄氧基碳酸酯的方法。
9-Fluorenylmethyl succinimidyl, pentachlorophenyl and benzotriazole-1-yl carbonates were prepared, and their reactivity with L-serine and L-serine benzyl ester was compared. The most efficient reagent, 9-fluorenylmethyl succinimidyl carbonate, was used for the preparation of 9-fluorenylmethyloxycarbonyl derivatives of other hydroxyamino acids and hydroxyamino acid esters in high yields. The use of trichloroethyl and benzyl succinimidyl carbonates for an efficient conversion of hydroxyamino acids and their esters into the corresponding N-trichloroethoxycarbonyl and benzyloxycarbonyl derivatives is described.