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. 2024 May 7;67(10):8122–8140. doi: 10.1021/acs.jmedchem.4c00220

Scheme 1. Synthesis of BIIB129 (25) from Commercial Building Blocks.

Scheme 1

Conditions: (a) 29, KHMDS (1 M in tetrahydrofuran (THF)) then 28, 1,4-dioxane, rt to 0 °C; (b) 30, Pd-PEPPSI-IPr catalyst, rt to reflux; (c) KHMDS (1 M in THF), iodomethane, THF, rt; (d) TFA, HFIP, rt; and (e) DIPEA, acryloyl chloride, THF, 0 °C.