PHENANTHROINDOLIIIDINE AND PHENANTHROQUINOLIZIDINE ALKALOID HAVING A HYDROXYL GROUP ON THE PHENANTHRENE RING THEREOF,PREPARATION METHOD AND USE THEREOF

專利類型

發明

專利國別 (專利申請國家)

美國

專利申請案號

15/015,279

專利證號

US 9,708,310 B2

專利獲證名稱

PHENANTHROINDOLIIIDINE AND PHENANTHROQUINOLIZIDINE ALKALOID HAVING A HYDROXYL GROUP ON THE PHENANTHRENE RING THEREOF,PREPARATION METHOD AND USE THEREOF

專利所屬機關 (申請機關)

中國醫藥大學

獲證日期

2017/07/18

技術說明

本發明揭露一種新的合成菲并吲哚啶與菲并喹啉啶生物鹼之方法。本發明主要是開發一種新技術，此技術可將氰基促進的aza Diels-Alder加成物利用硼氫化鈉進行還原性脫氰基反應，建立吲哚啶與與喹啉啶雙環結構，可進一步應用在菲并吲哚啶與菲并喹啉啶生物鹼的合成。這樣的策略僅需六個步驟即可由市售可得之苯甲醛衍生物與苯乙腈衍生物來合成一系列菲并吲哚啶與菲并喹啉啶生物鹼，不僅合成方法簡單，合成的總產率也很高，未來相當適合業界大量製備此類型含氮五環生物鹼。 This method would disclose a novel and concise method for the synthesis of multi-substituted phenanthroindolizidines and phenanthroquinolizidines. The removal of cyano-group from cyano-promoted aza-Diel–Alder cycloadducts was carried out by treatment with sodium borohydride in almost quantitative yields as a key-step in synthesis of phenanthroindolizidines and phenanthroquinolizidines. A series of phenanthroindolizidine and phenanthroquinolizidine alkaloids were produced from the commercially available benzaldehydes and phenylacetonitriles in six steps with high total yields. This method is suitable for scale-up to produce this kind of alkaloid in industry.

備註

連絡單位 (專責單位/部門名稱)

產學合作處生物科技發展育成中心

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(04)2205-3366轉1581

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