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. Author manuscript; available in PMC: 2020 Mar 30.
Published in final edited form as: ChemistrySelect. 2018 Nov 29;3(44):12625–12629. doi: 10.1002/slct.201802475

Scheme 4. Synthesis of platensimycin analogues 25–30.

Scheme 4.

Reagents and conditions: (a) HATU (2.0 equiv.), NEt3 (3.0 equiv.), DMF, r.t, 8 h, 86% (for 25a), 74% (for 26a), 70% (for 27a), 80% (for 27b), 63% (for 29a), 82% (for 29b), 59% (for 30); (b) PyBOP (0.9 equiv.), NEt3 (2.0 equiv.), DCM, r.t, 30 min, 80% (for 26b), 75% (for 28); (c) TBAF, DCM, 12 h, 92% (for 25b), 76% (for 27c), 85% (for 29c). Abbreviations: PyBOP =benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, TBAF = tetrabutylammonium fluoride.