Scientific article
English

A Practical Synthesis of (2S,3R)-3-Amino-2-methylpentanoic Acid from L-Aspartic Acid

Published inHelvetica Chimica Acta, vol. 77, no. 8, p. 2142-2146
Publication date1994
Abstract

L-Aspartic acid by successive N-tosylation, anhydride formation, and reduction was converted into (3S)-3-(tosylamino)butano-4-lactone (4). Electrophilic methylation of 4, subsequent iodo-esterification and nucleophilic methylation, followed by saponification and deprotection, gave (2S, 3R)-3-amino-2-methylpentanoic acid (2) with an ee of > 99% in seven steps and in an overall yield of 34%.

Funding
  • Swiss National Science Foundation - 20-32'166.91
Citation (ISO format)
JEFFORD, Charles, MC NULTY, James. A Practical Synthesis of (2S,3R)-3-Amino-2-methylpentanoic Acid from L-Aspartic Acid. In: Helvetica Chimica Acta, 1994, vol. 77, n° 8, p. 2142–2146. doi: 10.1002/hlca.19940770807
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Article (Published version)
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Identifiers
Additional URL for this publicationhttp://doi.wiley.com/10.1002/hlca.19940770807
Journal ISSN0018-019X
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Technical informations

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