The first expedient entry to the human melanogen 2-S-Cysteinyldopa (cas 19641-92-0) exploiting the anomalous regioselectivity of 3,4-dihydroxycinnamic acid–thiol conjugation
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Add time:08/31/2019 Source:sciencedirect.com
The first convenient synthesis of 2-S-cysteinyl-3,4-dihydroxyphenylalanine (2-S-cysteinyldopa) in 30% overall yield is reported, which capitalizes on the anomalous regiochemistry of the oxidative coupling of 3,4-dihydroxycinnamic acid derivatives with thiol compounds, leading to 2-S rather than the usual 5-S conjugates.
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