Improved synthesis of trans-4-alkylcyclohexane carboxylic acids

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• 作者：Bazurin ; Alexey A. ; Krasnikov ; Sergey V. ; Obuchova ; Tatiana A. ; Danilova ; Angelina S. ; Balakin ; Konstantin V.
• 刊名：Tetrahedron Letters
• 出版年：2004
• 出版时间：August 23, 2004
• 年：2004
• 卷：45
• 期：35
• 页码：6669-6672
• 全文大小：264 K

文摘

Several stereomerically pure amino acid derivatives containing the N-terminal trans-4-alkylcyclohexanoyl fragment were obtained. Hydrogenation of 4-alkylbenzoic acids in the presence of a special RuaaaNi/C catalytic system and isomerization of the resulting mixture of trans- and cis-isomers of 4-alkylcyclohexanecarboxylic acids were used as the key steps. The stereomeric configuration of all compounds was confirmed by ¹H NMR spectroscopy. The compounds obtained possess a broad biological activity potential and are useful intermediates in the synthesis of stereomerically pure modified peptides.