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Esterification and Chemoselective Synthesis of R-Tetrahydrothiazo-2-thione-4-carboxylic Esters Catalyzed by TiCl4
作者姓名:SHANG  Yan-mei  LI  Jing  SONG  Zhi-guang  LI  Ye-zhi  HUANG  Hua-min
作者单位:SHANG Yan-mei1,LI Jing1,2,SONG Zhi-guang1,LI Ye-zhi1,3 and HUANG Hua-min11.College of Chemistry;2.School of Public Health;3.Key Laboratory for Supermolecular Structure and Materials of Ministry of Education,Jilin University,Changchun 130021,P.R.China
摘    要:A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acidR-TTCA] was synthesized by direct esterification of R-TTCA with alcohols(CH3OH,C2H5OH,n-C3H7OH,i-C3H7OH,n-C4H9OH,sec-C4H9OH)in the presence of TiCl4 as the catalyst at room temperature without using any other solvent or dehydrant in high yields,91.6%-99.1% for primary alcohols and 55%- 80% for secondary alcohols.The catalyst has a strong chemoselective activity for the esterification of primary alcohols with R-TTCA in the presence of secondary alcohols.Owing to high yield,high chemoselectivity,and mild conditions used,this is an efficient method for the esterification of primary alcohols with R-TTCA.

关 键 词:药物合成  催化剂  四氯化钛  化学选择合成  酯化作用
收稿时间:24 November 2006

Esterification and Chemoselective Synthesis of R-Tetrahydrothiazo-2- thione-4-carboxylic Esters Catalyzed by TiCl4
SHANG Yan-mei LI Jing SONG Zhi-guang LI Ye-zhi HUANG Hua-min.Esterification and Chemoselective Synthesis of R-Tetrahydrothiazo-2-thione-4-carboxylic Esters Catalyzed by TiCl4[J].Chemical Research in Chinese University,2007,23(4):430-432.
Authors:SHANG Yan-mei  LI Jing  SONG Zhi-guang  LI Ye-zhi  HUANG Hua-min
Institution:1. College of Chemistry, Jilin University, Changchun 130021, P. R. China;2. School of Public Health, Jilin University, Changchun 130021, P. R. China;3. Key Laboratory for Supermolecular Structure and Materials of Ministry of Education, Jilin University, Changchun 130021, P. R. China
Abstract:A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acid R-TTCA] was synthesized by direct esterification of R-TTCA with alcohols(CH3OH, C2H5OH, n-C3H7OH, i-C3H7OH, n-C4H9OH, sec-C4H9OH) in the presence of TiCl4 as the catalyst at room temperature without using any other solvent or dehydrant in high yields,91.6%-99.1% for primary alcohols and 55%- 80% for secondary alcohols. The catalyst has a strong chemoselecfive activity for the esterification of primary alcohols with R-TTCA in the presence of secondary alcohols. Owing to high yield, high chemoselectivity, and mild conditions used, this is an efficient method for the esterification of primary alcohols with R-TTCA.
Keywords:R-Tetrahydrothiazo-2-thione-4-carboxylic acid  TiCl4  Chemoselectivity  Esterification
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