A rational synthesis of trans-2-(3-phenylprop-1-yl)cyclohexylamino-2-oxazoline enantiomers

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• 作者：Jó ; zsef Schindler ; Ferenc Faigl ; Lá ; szló ; Hegedű ; s ; Emese Pá ; lovics ; Elemé ; r Fogassy
• 关键词：Autoimmunity ; Class II transgene ; Experimental autoimmune thyroiditis ; H2E transgene ; Thyroglobulin epitopes
• 刊名：Tetrahedron ; Asymmetry
• 出版年：2008
• 期刊代码：108_09574166
• 类别：ch
• 出版时间：17 April 2008
• 卷：19
• 期：7
• 页码：773-778
• 文件大小：138 K

摘要

A novel method has been developed for the synthesis of the optical antipodes of trans-2-(3-phenylprop-1-yl)cyclohexylamino-2-oxazoline 1 from racemic cis-octahydrocoumarin 4 instead of cyclohexene oxide 2, because the synthesis of 1 from compound 2 was unsuccessful. Compound 4 was resolved with 1-phenylethylamine enantiomers. Although the preparation of this oxazoline from cyclohexene oxide is known, the resolution and the enantiomeric enrichment step have not been described.