A convenient and highly efficient synthesis of one kind of peptide nucleic acid monomer
作者: Xuemei TangGuangxia TangHang WangLingfei LuoDacheng Yang
刊名: Bulletin of the Chemical Society of Ethiopia, 2012, Vol.26 (3), pp.415-420
来源数据库: Directory of Open Access Journals
关键词: Thionyl chlorideEsterificationDeprotectionPeptide nucleic acid
原始语种摘要: S -Thyminyl- L -cysteine methyl ester hydrochloride (compound 1), a non-classical peptide nucleic acid monomer, was synthesized through the key intermediate, N-tert - butoxycarbonyl- S -thyminyl- L -cysteine (compound 3), which afforded from the reaction of S -thyminyl- L -cysteine hydrochloride (compound 2) with di- tert -butyl dicarbonate (Boc2O). This was followed by the esterification and deprotection of compound 3 at an overall yield of 82%. The mixture of thionyl chloride and methanol was found as an efficient reagent for simultaneous deprotection of tert -butoxycarbonyl (Boc) group and esterification of carboxy group of compound 3. This high-yield two-step method was also applied to other analogues of compound 1 successfully. The chemical structures of four new compounds...
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  • monomer 单体
  • chloride 氯化物
  • convenient 方便的
  • esterification 酯化
  • peptide 
  • compound 复合物
  • highly 高度地
  • efficient 有用的
  • thionyl 亚硫酰
  • reaction 反酌