邓蓉仙, 钟景星, 赵德昌, 王俭. 抗疟药本芴醇的合成新路线J. 药学学报, 2000, 35(1): 22-25.
引用本文: 邓蓉仙, 钟景星, 赵德昌, 王俭. 抗疟药本芴醇的合成新路线J. 药学学报, 2000, 35(1): 22-25.
Deng Rongxian, Zhong Jingxing, Zhao Dechang , Wang Jian, . NEW ROUTE OF SYNTHESIS OF THE ANTIMALARIAL DRUG BENFLUMETOLJ. Acta Pharmaceutica Sinica, 2000, 35(1): 22-25.
Citation: Deng Rongxian, Zhong Jingxing, Zhao Dechang , Wang Jian, . NEW ROUTE OF SYNTHESIS OF THE ANTIMALARIAL DRUG BENFLUMETOLJ. Acta Pharmaceutica Sinica, 2000, 35(1): 22-25.

抗疟药本芴醇的合成新路线

NEW ROUTE OF SYNTHESIS OF THE ANTIMALARIAL DRUG BENFLUMETOL

  • 摘要: 目的:设计了抗疟药本芴醇(I)的5步合成新路线。方法:该合成路线是以工业芴(II)为原料,经氯化制得2,7-二氯芴(III),III经氯乙酰化得到2,7-二氯-4-氯乙酰芴(IV),IV再经环氧化反应,依次与二正丁胺和对氯苯甲醛缩合制得I。结果:本文用化学方法及光谱分析证明,III进行酰化反应时,乙酰基和氯乙酰基主要进入芴环的4位,从而确立了本路线的可信性。结论:用新路线合成的I与老路线合成的本芴醇相比,二者的理化性质完全一致,生物效价也一致。

     

    Abstract: AIM:A new route of synthesis of benflumetol(I) by 5-step reactions was developed. METHODS: The starting material, fluorene(II), was chlorinated with chlorine to yield 2,7-dichlorofluorene(III), which underwent Friedel-Crafts acylation with chloroacetyl chloride to give 2,7-dichloro-4-chloroacetyl-fluorene(IV). IV was reduced by means of KBH4 to provide 2,7-dichlorofluorenyl-4-ethylene oxide(V) which was then condensed with dibutylamine to yield α-(dibutylaminomethyl)-2,7-dichloro-4-fluorenemethanol(VI). The final product(I) was obtained by further condensation of(VI) with p-chlorobenzaldehyde. RESULTS: Acetylation and chloroacetylation of III, the acetyl and chloroacetyl groups entered mainly into the 4 position of fluorene nucleus by both chemical method and spectrum analysis. CONCLUSION: The reliability of this new route of synthesis was established.

     

/

返回文章
返回