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A simple and efficient synthesis of the valsartan 被引量：5

A simple and efficient synthesis of the valsartan
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摘要 Valsartan 1, one of the most important agents used in antihypertensive therapy today, was synthesized starting from L-valin methyl ester hydrochloride 2 through four steps in an overall yield of 60%. The key step involves the palladium-catalyzed Suzuki coupling. This method overcomes many of the drawbacks associated with the previously reported syntheses and is more suitable for industrial production. Valsartan 1, one of the most important agents used in antihypertensive therapy today, was synthesized starting from L-valin methyl ester hydrochloride 2 through four steps in an overall yield of 60%. The key step involves the palladium-catalyzed Suzuki coupling. This method overcomes many of the drawbacks associated with the previously reported syntheses and is more suitable for industrial production.
作者 Chen Xi Zhang Guo Jun Zheng Fu Qiang Bi Yu Lin Li
机构地区 State Key Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2008年第7期759-761,共3页 中国化学快报（英文版）
基金 the National Natural Science Foundation of China (No.20272012) the Special Research Grant for Doctoral Sites in Chinese Universities (No.20010730001).
关键词 VALSARTAN ANTIHYPERTENSIVE L-Valin methyl ester hydrochlofide SYNTHESIS Suzuki coupling Valsartan Antihypertensive L-Valin methyl ester hydrochlofide Synthesis Suzuki coupling
分类号 TQ46 [化学工程—制药化工] R972.4 [医药卫生—药品]
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参考文献7

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  • 7[7]Spectral data of synthetic compound (1):m.p.116-117℃;[a]24 D-63(c 3,MeOH);IH NMR (400 MHz,CD3OD (δ ppm):0.77-0.90 (m,3H),0.92-0.99 (m,3H),1.00-1.12 (m,3H),1.21-1.33 (m,1H),1.35-1.43 (m,1H),1.44-1.59 (m,1H),1.63-1.67 (m,1H),2.14-2.37 (m,1H),2.49-2.55 (m,1H),2.60-2.68 (m,1H),3.30-3.34 (m,1H),4.11-4.13 (m,1H),4.57-4.79 (m,1H),7.00-7.24 (m,4H),7.50-7.62 (m,2H),7.63-7.65 (m,2H).13C NMR (100 MHz,CD3OD,δppm):14.17,19.29,19.43,20.03,20.59,23.28,23.35,28.40,28.51,29.13,34.35,34.44,47.35,50.59,64.95,67.88,124.09,124.26,127.75,128.63,128.81,128.94,129.77,130.29,131.58,131.76,132.45,138.66,138.85,139.41,139.61,143.01,143.14,156.56,156.68,172.88,173.51,176.91,177.12.MS (FAB):M+ = 435,found:436 (M++1),458 (M++Na).IR (film):3430,3116,2963,2933,2873,2745,2615,1733,1602,1472,1410,1274,1205,1163,1106,1054,998,938,853,814,759,683,623,561,519cm-1.

同被引文献43

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  • 7Boojamra C G,Burow K M,Thompson L A,et al.Solid-phase synthesisof 1,4-benzodiazepine-2,5-diones[J].Library preparation and demonstrationof synthesis generality J Org Chem,1997,62:1240-1256.
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  • 9Ivica D,Process for production of(s)-N-[[2’-(1H-tetrazole-5yl)[1,1’-biphenyl] -4-yl] methyl] -L-Valine[P].WO2005049586.
  • 10Kumar N S,Reddy S B,Sinha B K,et al.New and ImprovedManufacturing Process for Valsartan[J].Organic Process Research&Development,2009,13(6):1185-1189.

引证文献5

二级引证文献16

Chinese Chemical Letters
2008年 第7期

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