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. Author manuscript; available in PMC: 2014 Mar 20.
Published in final edited form as: Bioconjug Chem. 2013 Feb 14;24(3):473–486. doi: 10.1021/bc300610f

Scheme 2.

Scheme 2

Synthesis of protected antibiotics (8 and 10) suitable for siderophore conjugation.a

aReagents and conditions: (a) N-Boc-O-PNB-Lorabid® (7), TFA, CH2Cl2, 30 min, 99%. (b) ciprofloxacin (9), Boc2O, NaHCO3, DMF, 2.5h; then, BnBr, 90 °C, 25.5 h, 98%. (c) con. HCl, CH2Cl2, 40 min, 92%.