Syntheses of Dap-3 Polymyxin Analogues via a Tris-Boc-Protected Polymyxin B Heptapeptide
2015
A semi-synthesis of a polymyxin (PMB) analogue is described. Commercially available PMB is treated with di- tert -butyl dicarbonate (Boc 2 O) to give globally protected PMB-Boc 5 , and the reaction mixture is directly carried to the highly regioselective enzymatic hydrolysis to give the cyclic heptapeptide PMBH-Boc 3 . After chromatographic isolation, the synthesis is completed by coupling with the tripeptide side chain, deprotection, and salt switch.
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