Sodium Bicarbonate → HCID 86607891, compound

Participants

Reaction Steps

A suspension of 1-tert-butyl 3-methyl (3R,4R)-4-amino-3-hydroxypiperidine-1,3-dicarboxylate (1.63 g, 5.96 mmol), 4-((2-methylquinolin-4-yl)methoxy)benzene-1-sulfonyl chloride hydrochloride (4.6 g, 11.92 mmol, 2.0 eq), CH2Cl2 (100 mL) and saturated NaHCO3 (50 mL) was stirred at room temperature overnight, and then diluted with CH2Cl2. The organic phase was washed with water, then brine, dried over MgSO4, and concentrated. The residue was purified by chromatography on silica gel eluting with 50-70% ethyl acetate/hexane to yield 1.65 g (47%) of 1-tert-butyl 3-methyl (3R,4R)-3-hydroxy-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]piperidine-1,3-dicarboxylate as white solid. MS: (M+H)+=586.1.

Provenance & Evidence