Efficient Synthesis of Beraprost Sodium

doi:10.1007/s40242-016-6093-7

Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (4): 581-585.doi: 10.1007/s40242-016-6093-7

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Efficient Synthesis of Beraprost Sodium

WANG Yue¹, HOU Dalong², LÜ Haoze², ZHANG Baozhen², WANG Ensi²

1. Department of Thoracic Surgery of China-Japan Union Hospital of Jilin University, Changchun 130033, P. R. China;
2. College of Pharmacy, Jilin University, Changchun 130021, P. R. China

Received:2016-03-14 Revised:2016-04-28 Online:2016-08-01 Published:2016-05-30
Contact: WANG Ensi E-mail:wangss@jlu.edu.cn
Supported by:
Supported by the Project of the Education Department of Jilin Province, China(No.2015535).

Abstract

Abstract:

An efficient and straightforward synthesis of beraprost sodium was developed with dicyclopentadiene as a starting material, a one-pot reaction product 5 as key intermediate and the Prins reaction and the Horner-Wads- worth-Emmons reaction as key steps. The structures of the key intermediate and the target compound were confirmed by ¹H NMR, ¹³C NMR and MS. The purity of beraprost sodium identified by high performance liquid chromatography(HPLC) was identical to that of Japanese Pharmacopoeia(16^th). This development will be used for the industrial synthesis of beraprost sodium.

Key words: Beraprost sodium, One-pot reaction, Prins reaction, Horner-Wadsworth-Emmons reaction

WANG Yue, HOU Dalong, LÜ Haoze, ZHANG Baozhen, WANG Ensi. Efficient Synthesis of Beraprost Sodium[J]. Chemical Research in Chinese Universities, 2016, 32(4): 581-585.

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Efficient Synthesis of Beraprost Sodium

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