BRL-26830A

合成路线:By condensation of 2-hydroxy-2-phenylethylamine (I) with 1-(4-methoxycarbonylphenyl)-2-propanone (II) in refluxing benzene,followed by reduction with NaBH4 in methanol,and treatment with maleic acid (III).

参考文献标题:BRL-26830A
文献作者:Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1985,10(3),188


合成路线:The synthesis of [14C]-labeled BRL-26830A has been described:The reaction of copper sulfate (I) with sodium methabisulfite,followed by treatment with [14C]-labeled potassium cyanide (II) yields cuprous cyanide (III),which is condensed with methyl 4-bromobenzoate (IV) to afford methyl 4-cyanobenzoate (V).The reduction of (V) with Al/Ni and formic acid gives methyl 4-formylbenzoate (VI),which is condensed with nitroethane by means of butylamine and acetic acid in benzene to give methyl 4-(2-nitro-1-propenyl)benzoate (VII).The treatment of (VII) with Fe and HCl in refluxing methanol yields methyl 4-(acetonyl)benzoate (VIII),which is reductocondensed with (R*)-2-amino-1-phenylethanol (IX) by means of NaBH4 in refluxing benzene and crystallized in methanol to fractionate the optical diastereomers.Finally,the (R*,R*)-isomer (X) is treated with fumaric acid.
参考文献标题:The synthesis of [14C]BRL 26830A,a novel beta-adrenoceptor agonist
文献作者:Freer,R.; Morecombe,D.J.
参考来源:J Label Compd Radiopharm 1992,31(9),697