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三聚氯氰存在下的(2-环己酮基)-β-丙酸与(R)-四氢噻唑-2-硫酮-4-羧酸酯反应
A Study on the Reaction of(2-Cyclohexanonyl)-β-Propionic Acid with(R)-Thiazolidine-2-thione-4-carboxylic Esters in the Presence of Cyanuryl Chloride
【摘要】 在三聚氯氰存在下,(2-环己酮基)-β-丙酸与(R)-四氢噻唑-2-硫酮-4-羧酸酯(甲酯、乙酯、正丁酯、正戊酯)反应,得到相应的N-(2-环己酮基)-β-丙酰-(R)-四氢噻唑-2-硫酮-4-羧酸酯1(a~d),[α]_D ̄(20)分别为-50.3°,-50.9°,-50.0°,-78.1°.1(a~c)与R,S-α-苯乙胺反应得到了光学活性的N-(2-环己酮基)-β-丙酰-α-苯乙胺及R过量的α-苯乙胺.
【Abstract】 2-Cyclohhexanonyl)-β-propionyl-(R)-thiazolidine-2-thione-4-carboxylic esters(1a-d)(methylester,ethyl ester,n-butyl ester n-pentyl ester)were obtained from the dehydration of(2-cyclohexanonyl)-β-proplonlc acid with (R)-thiazolidine-2-thione-4-carboxylic esters in the presence of cyanuryl chloride as the coupling reagent.Compounds 1a c react With R,S-a-phenylethylamine to form optically activeN-(2-cyclohexanonyl)-β-propionyl-a-phenylethylamine and(R) leave the a-phenylethylamine excess.
【关键词】 N-(2-环己酮基)-β-丙酰-(R)-四氢噻唑-2-硫酮-4-羧酸酯;
三聚氯氰;
α-苯乙胺;
【Key words】 cyclohexanonyl)-β-proplonyl-(R)-thiazolidine-2-thione-4-carboxylic esters; cyanuryl chloride; α-phenylethylamine;
【Key words】 cyclohexanonyl)-β-proplonyl-(R)-thiazolidine-2-thione-4-carboxylic esters; cyanuryl chloride; α-phenylethylamine;
【基金】 国家自然科学基金
- 【文献出处】 吉林大学自然科学学报 ,ACTA SCIENTIARIUM NATURALIUM UNIVERSITATIS JILINENSIS , 编辑部邮箱 ,1996年04期
- 【分类号】O643.1
- 【被引频次】2
- 【下载频次】71