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. Author manuscript; available in PMC: 2020 Sep 22.
Published in final edited form as: ACS Chem Biol. 2020 Jun 12;15(7):1773–1779. doi: 10.1021/acschembio.0c00205

Scheme 1. Synthesis of the biotin-DEACM-preQ1 (8).

Scheme 1.

Boc = tert-butyloxycarbonyl protecting group, MsCl = methanesulfonyl chloride, DCM = dichloromethane, TBS = tert-butyldimethylsilyl protective group, TBAF = tetra-«-butylammonium fluoride, THF = tetrahydrofuran, DSC = N-succinimidyl carbonate, DMAP = 4-dimethylaminopyridine, DIEA = N,N-diisopropylethylamine, DMF = dimethylformamide, DMSO = dimethyl sulfoxide.