1,6-Dibenzylglycoluril for synthesis of deprotected glycoluril dimer
| Authors | |
|---|---|
| Year of publication | 2011 |
| Type | Article in Periodical |
| Magazine / Source | Tetrahedron |
| MU Faculty or unit | |
| Citation | |
| Web | http://www.sciencedirect.com/science/article/pii/S0040402011013226 |
| Doi | http://dx.doi.org/10.1016/j.tet.2011.08.097 |
| Field | Organic chemistry |
| Keywords | glycolurils; deprotection; alkylation |
| Description | 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. |
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