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. Author manuscript; available in PMC: 2022 Feb 16.
Published in final edited form as: J Med Chem. 2019 Dec 10;62(24):11280–11300. doi: 10.1021/acs.jmedchem.9b01530

Scheme 5. Synthesis of Compounds 8–11a.

Scheme 5.

aReagents and conditions: (a) HATU, EtN(i-Pr)2, DMF, rt, 1 h; (b) TFA, DCM; (c) 51, HATU, EtN(i-Pr)2, DMF, rt, 1 h; (d) (1) H2, Pd/C, MeOH; (2) Ac2O, EtN(i-Pr)2, DCM; (3) TFA, DCM; (e) (1) phosphotyrosine mimetics, HATU, EtN(i-Pr)2, DMF, rt, 1 h; (2) TFA–DCM, rt, 3 h; or TMSI, 0 °C, 1 h.