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发明公开
CN106866676A 一种（3aR,6aR）‑叔丁基‑3a,6a‑二氟‑4‑氧杂六氢吡咯[3,4‑c]吡咯‑2（1H）‑羧酸酯的合成方法 无效 - 撤回

一种（3aR,6aR）‑叔丁基‑3a,6a‑二氟‑4‑氧杂六氢吡咯[3,4‑c]吡咯‑2（1H）‑羧酸酯的合成方法
摘要：
本发明涉及一种(3aR，6aR)‑叔丁基‑3a，6a‑二氟‑4‑氧杂六氢吡咯[3，4‑c]吡咯‑2(1H)‑羧酸酯的合成方法，主要解决目前没有适合工业化合成方法的技术问题。本发明分六步，首先由化合物1和和氟化试剂DAST在溶剂二氯甲烷中室温反应得到化合物2与2A的混合物，然后用溴化试剂为引发剂在四氯化碳回流条件下反应过夜得到化合物3，接着化合物3与硅试剂进行[3+2]环加成得到化合物4，化合物4中的溴元素用叠氮基取代得到化合物5，化合物5进行催化加氢将叠氮基还原得到氨基，并同时与自身的酯交换得到最终化合物6，最后化合物6在乙醇中，用氢氧化钯/碳作为催化剂，同时加入Boc酸酐，在通入氢气，50℃条件下过夜反应，得到最终目标化合物。
摘要（英）：

The invention relates to a synthesis method of (3aR,6aR)-tert-butyl-3a,6a-difluoro-4-oxa-hexahydrogenpyrrole[3, 4-c]pyrrole-2(1H)-carboxylate. A technical problem of absence of a suitable industrial synthesis method at present is mainly solved. The method is divided into six steps: firstly, reacting a compound 1 with a fluorinating reagent DAST in a solvent dichloromethane at room temperature to obtain a mixture of the compound 2 and 2A, and then, taking a bromination reagent as an initiator to react overnight under a carbon tetrafluoride reflux condition to obtain a compound 3, performing [3+2] cycloaddition on the compound 3 and a silicon reagent to obtain a compound 4, substituting bromine element in the compound 4 with azido to obtain a compound 5, performing catalytic hydrogenation on the compound 5 to reduce the azido to obtain amino, and exchanging with ester of the compound 5 to obtain a final compound 6; taking palladium hydroxide/carbon hydroxide as a catalyst, adding Boc anhydride in ethanol, introducing hydrogen, reacting the compound 6 overnight at 50 DEG C to obtain an final target compound.

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