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. Author manuscript; available in PMC: 2019 Apr 17.
Published in final edited form as: J Am Chem Soc. 2018 Oct 15;140(42):13764–13774. doi: 10.1021/jacs.8b08014

Scheme 1. Synthetic route for accessing Gal-Cu(gtsm).

Scheme 1.

a) 2,2-dimethoxyacetaldehyde, MeOH, r.t., quantitative yield. b) LiBF4, MeCN, H2O, r.t., 81% yield. c) 4,4-dimethyl-3-thiosemicarbazide, DMF, 4Å MS, 60˚C, 38% yield. d) HO-TEG-N3, TMSOTf, DCE, r.t. 81% yield. e) Pd/C, H2, MeOH, 92% yield. f) i. MeCN, 80˚C, 32% yield. ii. Cu(OAc)2, DMF, r.t. 73% yield.