Synthesis 1994; 1994(11): 1141-1142
DOI: 10.1055/s-1994-25657
short paper
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A Useful Route to Both Enantiomers of 1-Amino-2-alkanols: Synthesis of 1-Amino- 3-methyl-2-butanol from Valine

Bernhard Koppenhoefer* , Ulrich Trettin, Andreas Wächtler
  • *Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany
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Publication History

Publication Date:
25 April 2002 (online)

A multistep synthesis of (S)-1-amino-3-methyl-2-butanol (9) from D-valine (3) is reported. The enantiomeric purity of (S)-9 (97.2 ± 0.2%percnt; ee) is determined by GC of the derivative, 5-isopropyloxazolidin-2-one (2) on both L- and D-Chirasil-Val. (R)-9 is prepared from L-valine in the same manner; thus, the procedure provides a useful route to both enantiomers of 1-amino-2-alkanols, starting from L- and D-amino acids, respectively.