1,6-Dibenzylglycoluril for synthesis of deprotected glycoluril dimer

作者：Stancl Marek; Khan Muhammad S A; Sindelar Vladimir^*

来源：Tetrahedron, 2011, 67(46): 8937-8941.

DOI：10.1016/j.tet.2011.08.097

• Glycoluril
• Glycoluril dimer
• Alkylation
• Protecting group
• Deprotection

1,6-Dibenzylglycoluril is not accessible via classical condensation reaction between substituted urea and glyoxal. In this paper 1,6-dibenzylglycoluril was successfully prepared by alkylation of 1,6-diacetylglycoluril with benzylbromide for the first time. 1,6-Dibenzylglycoluril reacted with formaldehyde to give tetrabenzylglycoluril dimer. Deprotection of this dimer and the previously reported o-xylyleneglycoluril dimer was achieved by dissolving metal reduction, whereas propyleneglycoluril dimer was deprotected by action of potassium persulfate.

• 出版日期2011-11-18