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. 2022 Nov 7;8(12):2396–2404. doi: 10.1021/acsinfecdis.2c00307

Scheme 1. Solid Phase Peptide Synthesis (SPPS) of Enantiomeric Polymyxin B4 (ent-PmxB4) and Enantiomeric Polymyxin B Nonapeptide (ent-PMBN).

Scheme 1

Reagents and conditions: (i) standard SPPS with 4 equiv of FmocAA (coupling: BOP/DIPEA, deprotection: 20% piperidine in DMF) to yield the resin-bound linear peptide intermediates; (ii) on-resin azide group reduction with DTT, DIPA, dry DMF, RT, 3 × 2 h; (iii) mild acid resin cleavage with HFIP/DCM (20/80), 1.5 h; (iv) solution-phase cyclization with DIC/Oxyma, DMF, o/n; (v) global deprotection with TFA, TIPS, H2O.