3'-氨基-2'-羟基联苯-3-羧酸的合成

Synthesis of 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic Acid

2-硝基-6-溴苯酚经苄基保护后得2-苄氧基-1-溴-3-硝基苯,再和3-羧基苯硼酸经Suzuki偶联得3'-硝基-2'-苄氧基联苯-3-羧酸,最后在钯炭催化下氢化和脱苄基得艾曲波帕中间体3'-氨基-2'-羟基联苯-3-羧酸,总收率71%。

6-Bromo-2-nitrophenol was subjected to benzyl protection to give 2-benzyloxy-l-bromo-3-nitrobenzene, which was further treated with 3-carboxyphenylboronic acid to afford 2’-benzyloxy-3’-nitro-[1,1’-biphenyl]-3-carboxylic acid via Suzuki coupling reaction. Subsequent hydrogenation with Pd/C catalysis provided the desired 3’-amino-2’-hydroxy-[1,1’-biphenyl]-3-carboxylic acid which was an key intermediate in the synthesis of eltrombopag with an overall yield of 71%.