tert-butyl N-(5-fluoro-2-hydroxy-5-(2-methyl-4-nitro-pyrazol-3-yl)cycloheptyl)carbamate → tert-butyl N-(5-[4-((5-(tert-butoxycarbonylamino)-2-(2-fluorophenyl)thiazole-4-carbonyl)amino)-2-methyl-pyrazol-3-yl]-8-oxabicyclo[3.2.1]octan-2-yl]carbamate

Participants

Reaction Steps

Following the procedure for Intermediate 1 starting from tert-butyl N-(5-fluoro-2-hydroxy-5-(2-methyl-4-nitro-pyrazol-3-yl)cycloheptyl)carbamate gave tert-butyl N-(5-[4-((5-(tert-butoxycarbonylamino)-2-(2-fluorophenyl)thiazole-4-carbonyl)amino)-2-methyl-pyrazol-3-yl]-8-oxabicyclo[3.2.1]octan-2-yl]carbamate as a pale pink solid (310 mg, 31% over two steps). 1H NMR (400 MHz, CDCl3) δ 10.50 (br s, 1H), 10.48 (s, 1H), 8.39-8.29 (m, 2H), 7.60-7.51 (m, 1H), 7.38-7.31 (m, 1H), 7.18 (dd, J=11.4, 8.3 Hz, 1H), 4.86 (br s, 1H), 4.36 (br s, 1H), 4.07 (br s, 1H), 3.86 (s, 3H), 2.43-2.35 (m, 1H), 2.22-1.92 (m, 7H), 1.55 (s, 9H), 1.50 (s, 9H).

Provenance & Evidence