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. Author manuscript; available in PMC: 2013 Apr 26.
Published in final edited form as: ChemMedChem. 2011 Dec 2;7(2):213–217. doi: 10.1002/cmdc.201100494

Scheme 2.

Scheme 2

Synthesis of lipid A mimetics D1 and D7: a) succinic anhydride, dry py, RT, 97%; b) compound 2, HOBt, DIC, DIPEA, DMF, 0°C→RT, 70%; c) 1:1 TFA in CH2Cl2, RT, 86%; d) SO3.py, CH2Cl2 dry, 50% e) (iPr)2NP(OBn)2, imidazolium trifluorocaetate, then oxidation with m-chloroperbenzoic acid, 43%; f) H2/Pd-C in MeOH-THF-AcOH (71%).