| 摘要 |
PURPOSE:To obtain the titled compound in high stereo-selectivity, by reacting 3-methyl-4,4,4-trifluorobutanoic acid ester with an alkali metal amide, reacting the product with an electrophilic reagent, converting the OH group to NH2 group, and hydrolyzing the product. CONSTITUTION:The objective 4,4,4-trifluorovaline can be produced by (1) reacting 3-methyl-4,4,4-trifluorobutanoic acid ester with an alkali metal amide to obtain an alkali metal enolate, (2) reacting with an electrophilic reagent such as the complex of a heavy metal peroxide, (3) carrying out the steric inversion of the 2-carbon atom of the resultant 2-hydroxy-3-methyl-4,4,4- trifluorobutanoic acid ester, (4) converting the OH group of the obtained sterically inverted compound to NH2 group and finally (5) hydrolyzing the obtained 4,4,4- trifluorovaline ester. EFFECT:Arbitrary one of four kinds of steric isomers can be synthesized in high stereospecificity and the compound is useful especially as a synthetic intermediate for peptide, etc.
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