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. 2018 Dec 12;62(2):699–726. doi: 10.1021/acs.jmedchem.8b01413

Scheme 2. Synthesis of the First Generation of Degraders.

Scheme 2

Reagents and conditions: (a) oxalyl chloride, DMSO, DCM, then TEA, −78 °C to rt, 2 h; (b) 1c, NaBH(OAc)3, TEA, DMF, rt, overnight; (c) TFA, DCM, rt, 2 h; (d) E3 ligand (2a, 3a, or 4a), HATU, HOAt, DIPEA, DMF, rt, 2 h.