Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → N-[(2S)-6-[(E)-[(R)-tert-butylsulfinyl]iminomethyl]-1,2,3,4-tetrahydronaphthalen-2-yl]-4-[[(2S)-oxolan-2-yl]methoxy]benzamide

Participants

Reaction Steps

A mixture of N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide (1.0 g), (R)-2-methylpropane-2-sulfinic acid amide (0.32 g), pyridinium para-toluenesulfonate (165 mg), copper(II) sulfate (1.0 g; anhydrous) and dichloromethane (10 ml) was stirred for 24 hours. Solid fractions were filtered off and the filtrate was concentrated. The residue was purified by chromatography on silica gel. The product was thus obtained with the molecular weight of 482.65 (C27H34N2O4S); MS (ESI): 483 (M+H+).

Provenance & Evidence