徐州工程学院学报(自然科学版)
徐州工程學院學報(自然科學版)
서주공정학원학보(자연과학판)
Journal of xuzhou Institute of Technology (Natural Sciences Edition)
2015年
3期
1-7
,共7页
绿色杀菌剂%逆推法%肟菌酯%合成
綠色殺菌劑%逆推法%肟菌酯%閤成
록색살균제%역추법%우균지%합성
green fungicide%backstepping analysis%trifloxystrobin%synthesis
肟菌酯是一种广谱、高效、低毒而且对环境友好的嗜球果伞素类杀菌剂,其市场前景广阔.肟菌酯因含有E型的β‐甲氧基丙烯酸甲酯的结构而具有杀菌效果,研究发现其作用机理是通过阻断真菌体内的呼吸通道来完成的.运用逆推法探索分别以邻甲基苯乙酮和邻甲基苯甲酸为原料探索了两条路线来合成重要中间体2‐甲基‐α‐羰基苯乙酸甲酯.再使其与甲氧基胺盐酸盐肟化后,用NBS溴化生成(E)‐2‐溴代甲基‐α‐甲氧亚胺基苯乙酸甲酯,最后与(E)‐间三氟甲基苯乙酮肟缩合生成肟菌脂,总收率为25.7%.
肟菌酯是一種廣譜、高效、低毒而且對環境友好的嗜毬果傘素類殺菌劑,其市場前景廣闊.肟菌酯因含有E型的β‐甲氧基丙烯痠甲酯的結構而具有殺菌效果,研究髮現其作用機理是通過阻斷真菌體內的呼吸通道來完成的.運用逆推法探索分彆以鄰甲基苯乙酮和鄰甲基苯甲痠為原料探索瞭兩條路線來閤成重要中間體2‐甲基‐α‐羰基苯乙痠甲酯.再使其與甲氧基胺鹽痠鹽肟化後,用NBS溴化生成(E)‐2‐溴代甲基‐α‐甲氧亞胺基苯乙痠甲酯,最後與(E)‐間三氟甲基苯乙酮肟縮閤生成肟菌脂,總收率為25.7%.
우균지시일충엄보、고효、저독이차대배경우호적기구과산소류살균제,기시장전경엄활.우균지인함유E형적β‐갑양기병희산갑지적결구이구유살균효과,연구발현기작용궤리시통과조단진균체내적호흡통도래완성적.운용역추법탐색분별이린갑기분을동화린갑기분갑산위원료탐색료량조로선래합성중요중간체2‐갑기‐α‐탄기분을산갑지.재사기여갑양기알염산염우화후,용NBS추화생성(E)‐2‐추대갑기‐α‐갑양아알기분을산갑지,최후여(E)‐간삼불갑기분을동우축합생성우균지,총수솔위25.7%.
T rifloxystrobin is one of the strobilurin fungicides ,w hich has the advantages of broad‐spec‐trum ,high activity ,low toxicity and so on .And the market of it is vastitude .Trifloxystrobin contains(E)‐β‐methoxyacrylate sbunit ,and study on the mode of action of trifloxystrobin revealed that these compounds inhibit the respiration chain of fungi .This study adopted backstepping analysis to explore two synthetic routes of key intermediates of methyl 2‐oxo‐2‐(o‐tolyl)acetate ,which began with the 1‐(o‐tolyl)ethanone and the 2‐methylbenzoic acid .Then trifloxystrobin was obtained starting from methyl 2‐oxo‐2‐(o‐tolyl)ace‐tate via reaction with methoxyamine ,bromization and condensation with(E)‐1‐(3‐(trifluoromethyl)phenyl) ethanone oxime .The total yield was 25 .7% .