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Open Access Characterisation and Simple Synthesis of S-[3-Hydroxy-1-propylpropyl]-L-cysteine

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A convenient new synthetic approach has been established to prepare S-[3-hydroxy-1-propylpropyl]-L-cysteine 4 by Michael-addition of enantiomerically pure L-cysteine to (2E)-2-hexenoic acid ethyl ester followed by selective reduction of the ester function with sodium trimethoxyborohydride. All compounds were obtained as a diastereomeric mixture in good yields and their structures were determined by NMR and MS analyses.
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Keywords: 3-MERCAPTOHEXANOL; ANALYSIS; FLAVOR PRECURSOR; S-3-(CYSTEINYL)-MERCAPTOHEXANOL; S-3-(HEXAN-1-OL)-L-CYSTEINE; S-3-CYSTEINYLHEXAN-1-OL; THIOL

Document Type: Research Article

Publication date: July 1, 2007

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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