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新产品编号:1593583

Chemical Name: 3-(Hydroxymethyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide
项目整合开发状态: Biological Testing
项目研究机构: University of Kansas (Originator)
合成路线:Pictet-Spengler condensation of phenylalanine (I) with formaldehyde and HCl provided tetrahydroisoquinoline (II).Reduction of the carboxylic acid (II) to alcohol (III) was then performed in the presence of borane and BF3-Et2O.Subsequent protection of amino and hydroxyl groups of (III) with carbonyl diimidazole in boiling THF produced the cyclic carbamate (IV).After chlorosulfonation of (IV),the resulting sulfonyl chloride (V) was treated with ammonia in acetonitrile to furnish sulfonamide (VI).Finally,basic hydrolysis of the oxazolidinone (VI),followed by acid decarboxylation yielded the title compound.
📌 参考资料/链接:
参考文献标题:3,7-Disubstituted-1,2,3,4-tetrahydroisoquinolines display remarkable potency and selectivity as inhibitors of phenylethanolamine N-methyltransferase versus the alpha2-Adrenoceptor1a
文献作者:Grunewald,G.L.; Dahanukar,V.H.; Teoh,B.; Criscione,K.R.
参考来源:J Med Chem 1999,42(11),1982