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缬氨酸杀虫菊酯的合成
The Synthesis of Valine containing Pyrethrin
【摘要】 缬氨酸杀虫菊酯是一类很有发展前景的杀虫杀螨剂,它的菊酸部分为R-构型,菊醇部分为S-构型,其合成是由相应的缬氨酸或者它的活性衍生物与相应的醇经酯化而制得。具体过程是D-缬氨酸经6NHBr/NaNO2溴化制成(R)-α-溴代异戊酸,再与对三氟甲基苯胺反应合成(R)-N-[(4-三氟甲基)苯基]α-缬氨酸,后被N-氯代琥珀酰亚胺氯化制成(R)-N-[2-氯-4-(三氟甲基)苯基]α-缬氨酸,最后与(S)-α-氰基-3-苯氧苯基甲醇用DCC脱水酯化合成缬氨酸杀虫菊酯I(R1=F3C,R2=H,CL,R3=H)。还给出了两种菊酯2×4种异构体杀虫(烟草夜蛾和家蝇)活性数据。
【Abstract】 Valine derivatives(derirs). I in which the acid has the R configuration and the alcohol (alc.) has the S configuration,were prepared by esterifying the corresponding valines or their active derivs.with appropriate alcs.Thus,(R)valine were treated with 6N HBr/NaNO2 to give (R)Me2CH CHBr CO2H,which were treated with p(F3C)C6H4NH2 to give (R)p(F3C)C6H4NHCH(CHMe2) CO2H,which were chlorinated by Nchlorosuccinimide to give(R)2CL4(F3C)C6H4NHCH(CHMe2) COOH,which were esterifid with(s)-α-cyano-3-phenxybenzy alc. by DCC to give (Racid,Salc.)I. The pesticidal activities of the 4 diastereomers of I(R1=F3C,R2=H,Cl,R3=H) were determined against Heliothis virescens and Musca domestica.
- 【文献出处】 氨基酸和生物资源 ,AMINO ACIDS & BIOTIC RESOURCES , 编辑部邮箱 ,1998年01期
- 【分类号】S482
- 【被引频次】19
- 【下载频次】158