An alternative synthesis of the dopaminergic drug 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN)

被引：29

作者：

Göksu, S ^{[1
]}

Seçen, H ^{[1
]}

Sütbeyaz, Y ^{[1
]}

机构：

[1] Ataturk Univ, Dept Chem, Fac Arts & Sci, TR-25240 Erzurum, Turkey

来源：

HELVETICA CHIMICA ACTA | 2006年 / 89卷 / 02期

关键词：

D O I：

10.1002/hlca.200690030

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

Racemic 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN; 4) was synthesized from 5,6-dimethoxynaphthalene-2-carboxylic acid (14) in four steps (60% overall yield; Scheme). The crucial steps of the synthesis are Birch reduction of 14 to the valuable synthon 15, Curtius reaction and carbamate formation (16), hydrogenolysis (17), and demethylation to the biologically active hydrobromide salt 18 of 4.

引用

页码：270 / 273

页数：4

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