Chin. J. Org. Chem. ›› 2002, Vol. 22 ›› Issue (2): 127-129. Previous Articles     Next Articles

碘/甲醇体系对甘油醚脱保护

许新华;陈茹玉   

  1. 湖南大学化学化工学院,长沙(410081);南开大学元素有机化学研究所.天津 (300071)
  • 发布日期:2002-02-25

Deprotection of glycerol ether using iodine-methanol

Xu Xinhua;Chen Ruyu   

  1. College of Chemistry and Chemical Engineering, Hunan University, Changsha(410082);Institute of Elemento-Orgemistry, Nankai University. Tianjin(300071)
  • Published:2002-02-25

At 60 ℃ the reaction of 1-O-alkyl-2-O-acetyl-3-O-trityl glycerol with iodine/methanol system removed trityl and acetyl and gave 1-alkyl glycerol. But at r.t. the reaction only removed trityl and gave two isomers 1-O-alkyl-2-O-acetyl glycerol and 1-O-alkyl-3-O-acetyl glycerol. 1-O-Alkyl-2,3-O, O-propylidene glycerol reacted with iodine/methanol system to give 1-O-alkyl glycerol in high yields. The reaction is belived to have an acid-catalyzed mechanism. Iodine/water/THF system could also be used for the deprotection.

Key words: deprotection, GLYCIDYL ETHER, IODINE, METHANOL, TETRAHYDROFURAN

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