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An efficient synthetic route to 2-(1,2-dithiolan-3-yl)acetic acid. Trisnorlipoic acid and amide derivatives
Tetrahedron Letters ( IF 1.5 ) Pub Date : 18 August 1997 , DOI: 10.1016/s0040-4039(97)01319-1 Yaun-Shek Chen , Richard G Lawton
Tetrahedron Letters ( IF 1.5 ) Pub Date : 18 August 1997 , DOI: 10.1016/s0040-4039(97)01319-1 Yaun-Shek Chen , Richard G Lawton
A simple, efficient synthesis of 2-(1,2-dithiolan-3-yl)acetic acid from Meldrum's acid, acrolein and thioacetic acid is described. The isopropyldene 2,4-bis(acetylthio)butane-1,1-dicarboxylate formed in the three-component, single container process, can be methanolized to the corresponding dimethyl ester and then hydrolyzed, oxidized to the disulfide and decarboxylated to 2-(1,2-dithiolan-3-yl)acetic acid. The acid can be converted by conventional reagents into a variety of amide derivatives.
中文翻译:
一种高效的合成2-(1,2-二硫杂环戊基-3-基)乙酸的途径。三去硫辛酸和酰胺衍生物
描述了从麦德鲁姆的酸,丙烯醛和硫代乙酸简单,有效地合成2-(1,2-二硫杂环戊-3-基)乙酸。在三组分,单容器工艺中形成的异丙基2,4-双(乙酰硫基)丁烷-1,1-二羧酸酯可以甲醇化为相应的二甲酯,然后水解,氧化为二硫化物并脱羧为2-( 1,2-二硫代木兰-3-基)乙酸。可以通过常规试剂将酸转化为各种酰胺衍生物。
更新日期:2017-01-31
中文翻译:
一种高效的合成2-(1,2-二硫杂环戊基-3-基)乙酸的途径。三去硫辛酸和酰胺衍生物
描述了从麦德鲁姆的酸,丙烯醛和硫代乙酸简单,有效地合成2-(1,2-二硫杂环戊-3-基)乙酸。在三组分,单容器工艺中形成的异丙基2,4-双(乙酰硫基)丁烷-1,1-二羧酸酯可以甲醇化为相应的二甲酯,然后水解,氧化为二硫化物并脱羧为2-( 1,2-二硫代木兰-3-基)乙酸。可以通过常规试剂将酸转化为各种酰胺衍生物。