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. Author manuscript; available in PMC: 2020 Aug 1.
Published in final edited form as: Bioorg Med Chem. 2019 Jun 4;27(15):3254–3278. doi: 10.1016/j.bmc.2019.06.003

Scheme 8,

Scheme 8,

Methods used for the preparation of 15 and 16. Reagents and conditions: a) 2-phenethyl-4-phenylbutanoic acid, EDC, HOBT, 2,6-lutidine (86%); b) TFA, CH2Cl2 (82%); c) (i) benzaldehyde, ethanol, 3A molecular sieves, NaBH3CN, (ii) 37% formaldehyde, NaBH3CN (for 15) (28%); 20% MeOH/DCM, 37% formaldehyde, sodium triacetoxyborohydride (for 16) (47%); d) 20% Pd(OH)2/C, H2, ethanol (100% for 15), (91% for 16)