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. 2024 Jun 18;77(9):577–588. doi: 10.1038/s41429-024-00750-2

Scheme 2.

Scheme 2

Synthesis of Aminomethyl TroSPC analogs 6, 8, and 13. Reagents and conditions: [i] (a) KCN, 1 M AcOH in MeOH, (b) Raney Ni, H2, 2 M AcOH in MeOH, 29% over 2 steps; [ii] Pd/C, H2, MeOH, 65%; [iii] (a) 4-Fluoro-benzaldehyde, picoline-borane complex, MeOH/AcOH, (b) CbzCl, NaHCO3, Acetone/water, (c) Pd/C, H2, MeOH, 22% over 3 steps; [iv] (a) (4-Fluorophenyl)acetaldehyde, picoline-borane complex, MeOH/AcOH, (b) CbzCl, NaHCO3, Acetone/water, (c) Pd/C, H2, MeOH, 17% over 3 steps