Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Nuclophilic Adducts of Thiols (Ⅵ). Addition of L-Cystein to $\beta,\;\beta$-Diethoxycarbonylstyrene Derivatives

  • Published : 1984.12.20
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Abstract

A series of S-(2,2-diethoxycarbonyl-1-phenylethyl)-L-cysteine derivatives (10a-e) were synthesized from the reaction of $\beta$$\beta$-diethoxycarbonylstyrene with L-cysteine in 1:1 aqueous methanol. Thus, S-(2,2-diethoxycarbonyl-1-phenylethyl)-L-cysteine( 10a), S-[2,2-diethoxycarbonyl-1-(3',4'-methylendioxy)ph enylethyl]-L-cysteine (10b), S-[2,2-diethoxycarbonyl-1-(3',4',5'-trimethoxy)phe nylethyl]-L-cyseine (10c), S-[2,2-diethoxycarbonyl-1-(p-hydroxy)phenylethyl] -L-cysteine (10d), S-[2,2-diethoxycarbonyl-1-(p-methoxy)phenylethyl] -L-cysteine (10e) were obtained in moderate to excellent yields. The structure of the adducts was characterized by analytical and spectral data. The effects of pH upon the product yields were also briefly examined.

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