Synthesis of 5,6-carbonyldioxyindole,a melanogenic cyclic carbonate ester of 5,6-dihydroxyindole |
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| Authors: | Wilson B Lutz Craig R Mcnamara Max R Olinger David F Schmidt Douglas E Doster Mark D Fiedler |
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| Institution: | Department of Chemistry, Manchester College, North Manchester, Indiana 46962 |
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| Abstract: | 5,6-Carbonyldioxyindole ( 4 ), a melanogenic derivative of 5,6-dihydroxyindole ( 1 ), was synthesized by a procedure starting with 3,4-methylenedioxycinnamic acid ( 5 ). Compound 4 is a stable crystalline solid which is readily hydrolyzed to 1 , a key intermediate on the biosynthetic pathway from tyrosine to melanin. |
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