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. Author manuscript; available in PMC: 2017 Nov 1.
Published in final edited form as: Bioorg Med Chem. 2016 Aug 24;24(21):5183–5196. doi: 10.1016/j.bmc.2016.08.040

Scheme 5.

Scheme 5

Synthesis of santacruzamate A inverted ethyl carbamate analogue. Reagents and Conditions: (i) TEA, MeOH, reflux, 92%; (ii) methyl-4-hydroxybutanoate, N,N′-disuccinimdyl carbonate, TEA 79%; (iii) NHS-methyl-4-hydroxybutanoate, 68% ethylamine, TEA, THF; (iv) phenethylamine, EDC-HCl, TEA, DMAP, CH2Cl2 56%.