An Alternative Synthesis of the Dopaminergic Drug 2‐Amino‐1,2,3,4‐tetrahydronaphthalene‐5,6‐diol (5,6‐ADTN) |
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Authors: | Süleyman Gksu Hasan Seen Yaar Sütbeyaz |
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Institution: | Süleyman Göksu,Hasan Seçen,Ya?ar Sütbeyaz |
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Abstract: | 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 . |
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Keywords: | Naphthalene‐5 6‐diol 2‐amino‐1 2 3 4‐tetrahydro‐ (5 6‐ADTN) Dopaminergic drug Naphthalene‐2‐carboxylic acid 5 6‐dimethoxy‐ Dopamin |
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