Official websites use .gov
A
.gov website belongs to an official
government organization in the United States.
Secure .gov websites use HTTPS
A lock (
) or https:// means you've safely
connected to the .gov website. Share sensitive
information only on official, secure websites.
Synthesis of compound TDI8–414 using Chan-Lam coupling reaction as macrocyclization strategy.
Reagents and conditions: (a) HATU, DIPEA, THF/DMF, 93% yield; (b) ZnBr2, DCM, 53% yield; (c) compound 46, T3P, DIPEA, DMF, 22% yield; (d) (1) Pd/C, H2, MeOH, (2) Cu(OAc)2, Et3N, 4A molecular sieve, O2, DCM, 14% yield over two steps; (e) TFA, DCM, (f) (1) T3P, DIPEA, DMF, cyclopentylamine, (2) POCl3, 5.4% yield over 3 steps.
