Synthesis of herbicidal ZJ0273 labeled with tritium and carbon‐14
Synthesis of herbicidal ZJ0273 labeled with tritium and carbon‐14
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DOI：
10.1002/jlcr.1498
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发表时间：
2008-03
影响因子：
1.8
通讯作者：
Zheng-Min Yang;Q. Ye;Long Lu
中科院分区：
文献类型：
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作者：
Zheng-Min Yang;Q. Ye;Long Lu
ZJ0273，4-(2-(4,6-二甲氧基嘧啶-2-基氧基)苄氨基)苯甲酸丙酯，是一种广谱除草成分，用于中国油菜杂草控制。两种单标记 ZJ0273，分别合成 4-(2-(4,6-二甲氧基嘧啶-2-基氧基)[苯基-3,4,5,6-3H4]苄氨基)苯甲酸丙酯 (7) 和 4-(2-(4,6-二甲氧基[4,6-14C2]嘧啶-2-基氧基)苄氨基)苯甲酸丙酯 (12) [2,3,4,5,6-3H5]苯酚四步收率为27%，由4,6-二氯-2-(甲硫基)[4,6-14C2]嘧啶三步收率54%。此外，通过将苄基环上的氚标记的ZJ0273(7)分别与苯甲酸酯环和嘧啶环上的两个碳14标记的ZJ0273(2, 12)均匀混合，制备了ZJ0273的两个双标记类似物。这些标记的ZJ0273可以作为放射性示踪剂用于ZJ0273的代谢、作用方式、环境行为和命运的研究。版权所有 © 2008 约翰·威利父子有限公司
ZJ0273, propyl 4-(2-(4,6-dimethoxypyrimidin-2-yloxy)benzylamino)benzoate, is a broad-spectrum herbicidal ingredient used for weed control in oilseed rape in China. Two mono-labeled ZJ0273, propyl 4-(2-(4,6-dimethoxypyrimidin-2-yloxy)[phenyl-3,4,5,6-3H4]benzylamino)benzoate (7) and propyl 4-(2-(4,6-dimethoxy[4,6-14C2]pyrimidin-2-yloxy)benzylamino)benzoate (12), were synthesized separately from [2,3,4,5,6-3H5]phenol in a four-step yield of 27% and from 4,6-dichloro-2-(methylthio)[4,6-14C2]pyrimidine in a three-step yield of 54%. In addition, two dual-labeled analogues of ZJ0273 were prepared by homogeneously mixing tritium-labeled ZJ0273 (7) in the benzyl ring separately with two carbon-14-labeled ZJ0273 (2, 12) in the benzoate ring and the pyrimidine ring. These labeled ZJ0273 could be used as radiotracers in the studies on the metabolism, mode of action, environmental behavior, and fate of ZJ0273. Copyright © 2008 John Wiley & Sons, Ltd.