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

FH - HES

Authors

  • Jean-Luc Luisier
  • Julien Veyrand
  • Umberto Piantini

DOI:

https://doi.org/10.2533/chimia.2007.533

Keywords:

Analysis, S-3-(cysteinyl)-mercaptohexanol, S-3-cysteinylhexan-1-ol, S-3-(hexan-1-ol)-l-cysteine, Flavor precursor, 3-mercaptohexanol, Thiol

Abstract

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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Published

2007-07-25

Issue

Vol. 61 No. 7-8 (2007): Fall Meeting 2007

Section

Columns, Conference Reports

Categories

License

Copyright (c) 2007 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
J.-L. Luisier, J. Veyrand, U. Piantini, Chimia 2007, 61, 533, DOI: 10.2533/chimia.2007.533.