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. Author manuscript; available in PMC: 2016 Jan 31.
Published in final edited form as: ChemMedChem. 2014 Oct 22;10(2):380–395. doi: 10.1002/cmdc.201402374

Scheme 3.

Scheme 3

Syntheses of compounds 34a, b and 37-40. Reagents and conditions: a) 12a or 12b, prop-2-yn-1-yl N-(prop-2-yn-1-yl)carbamate, sodium L-ascorbate, copper (II) sulfate pentahydrate, H2O-tert-BuOH 1:1, rt, 3h; b) prop-2-yn-1-amine, sodium L-ascorbate, copper (II) sulfate pentahydrate, H2O-tert-BuOH 1:1, rt, 3h; c) prop-2-ynyl chloroformate, Et3N, dry DCM, 0 °C, 30 min; d) 12a or 12b, sodium L-ascorbate, copper (II) sulfate pentahydrate, H2O-tert-BuOH 1:1, rt, 3h.