(E)-叔丁基(1-碘基-1-戊烯基-3-氧代)二甲基硅烷的合成

A Aacile Synthesis of(E)-tert-butyl(1-iodopent-1-en-3-yloxy)-dimethylsilane

以(R)苯甲基环氧丙醇((S)环氧丙醇苄基化作用得到)为原料,经格氏反应、TBS羟基保护、脱苄基、缩合、碘仿反应,其中,考察了格氏反应的萃灭方法,萃取溶剂的选择:饱和氯化氨溶液萃灭,二乙醚作为萃取溶剂。也考察了TBS羟基保护反应中的溶剂筛选:采用二氯甲烷作为溶剂,产物收率较高。同时讨论了超低温缩合反应体系中,氮气保护是体系确保收率的关键控制点,最后分析合成化合物f中影响收率关键点:催化剂的用量和滴加化合物e的四氢呋喃溶液温度(2℃)。经过以上合成步骤,得到目标产物,总收率为28.25%,产物结构经过1H NMR确证,合成路线尚未见文献报道。

（R） benzyl epoxy propyl alcohol （S） epoxy propyl alcohol benzylation get） as raw material, the grignard reaction, TBS hydroxy protection, to take off the benzyl, condensation, and iodoform reaction, the extract out method of grignard reaction was inspected. The extraction solvent conditions were saturated solution of ammonia chloride extraction out and diethyl ether as extraction solvent. Also inspected the TBS hydroxy protective reaction solvent in the screening, u- sing dichloromethane as solvent, the product yield was quite high. At the same time, the ultra -low temperature condensation reaction system was discussed, nitrogen protection was a system ensured to yield the key point, in the final analysis, and synthetic compounds affect yield key points were the dosage of catalyst and drop and compound e tetrahydrofuran solution temperature （2 ℃）. Through above synthetic process, the target product was got, and the overall yield was 28.25%, the product structure by1H NMR confirmed, synthetic route was not reported in the literature to see.