| SYNTHESIS |
UGI reaction more DRUGLIKE. Method is to use a diamine that has one amino group protected. After the free amino group participates in the UGI reaction, the Co.’s workers remove the protecting group from the other amino group. The second amino group then cyclizes with other functional groups. Because the protecting group is often tert-butoxycarbonyl (Boc), author calls this the UGI/DE-BOC/CYCLIZE strategy. For example the Co.’s team starts with o-phenylenediamine with one of its amino groups Boc-protected. Reaction of that with isocyanocyclohexane, beta phenylpropionaldehyde, & a alpha-keto acid such as phenylglyoxylic forms the UGI prodt., with 2 amide bonds. Treat. Of the Ugi prodt with acid removes the Boc group, & the unmasked amino group reacts with the alpha-keto function to close a quinoxalinone ring. When the carboxylic acid lacks a alpha keto group the unmasked amino group cyclizes to yield a benzimidazole |
| UPDATE | 09.01 |
| AUTHOR | This data is not available for free |
| COMPANY | This data is not available for free |
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