Triethylsilane → (1R,2R)-1-fluoro-N-hydroxy-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentanecarboxamide

Participants

Reaction Conditions

Reaction Steps

Triethylsilane (0.1 mL, 0.63 mmol) was added to a solution of (1R,2R)-N-(tert-butoxy)-1-fluoro-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentane carboxamide (0.13 g, 0.25 mmol) in trifluoroacetic acid (2 mL). The reaction mixture was stirred at 45° C. for 7 h, and then concentrated and chased three times with methanol/toluene. The residue was purified using silica chromatography, eluting with a gradient of 5-10% MeOH/CH2Cl2 to afford (1R,2R)-1-fluoro-N-hydroxy-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentanecarboxamide (0.106 g, 91%). MS: 474.1 (M+H)+

Provenance & Evidence