Efficient Synthesis of Benzidronate Applying of Phosphorus Trichloride and Phosphorous Acid

被引：0

作者：

Gruen, Alajos ^{[1
]}

Kovacs, Rita ^{[1
]}

Nagy, David Illes ^{[1
]}

Garadnay, Sandor ^{[2
]}

Greiner, Istvan ^{[2
]}

Keglevich, Gyorgy ^{[1
]}

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1521 Budapest, Hungary

[2] Gedeon Richter Plc, H-1475 Budapest, Hungary

来源：

LETTERS IN DRUG DESIGN & DISCOVERY | 2015年 / 12卷 / 01期

关键词：

Benzidronate; intermediates; optimization; phosphorous acid; phosphorus trichloride; HETEROCYCLIC DRONIC ACIDS; ONE-POT SYNTHESIS; OPTIMIZED SYNTHESIS; BISPHOSPHONATES; INHIBIT; GROWTH;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The optimized synthesis of benzidronate involves the reaction of phenylacetic acid with 3 equivalents of phosphorus trichloride and 1 equivalent of phosphorous acid in methanesulfonic acid at 85 degrees C followed by hydrolysis, pH adjustment and purifications. The positive effect of phosphorous acid on the yield is a novel observation and is probably limited to this model. The heap of our experimental data obtained by varying the molar equivalent quantities of the P-reagents (PCl3 and P(OH)(3)) and reacting also phenylacetic chloride and ethyl phenylacetate allowed us to draw conclusions on the possible intermediates.

引用

页码：78 / 84

页数：7

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