Hydroxylamine → tert-Butyl (3S,4R)-3-[(hydroxyamino)carbonyl]-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]piperidine-1-carboxylate

Participants

Reaction Steps

According to the procedure of Example 24, Step 3, 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (0.17 g, 0.30 mmol) and hydroxylamine gave a 7:1 mixture of cis- and trans-tert-Butyl (3S,4R)-3-[(hydroxyamino)carbonyl]-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]piperidine-1-carboxylate as an amorphous white solid (0.025 g, 14.6%) after purification using Biotage Flash 40S chromatography, eluting with 5% methanol in ethyl acetate. Mass Spectrum Found: 571 (M+H)+

Provenance & Evidence