HCID 66732467, compound → HCID 66732334, compound

Participants

Reaction Steps

To a solution of methyl 2-(4-tert-butylbenzyl)-4-((tert-butyldimethylsilyloxy)methyl)-pyridine-1(2H)-carboxylate (6.5 g, 15.13 mmol) in ethyl acetate (50 mL) was added platinum(IV) oxide (0.07 g, 0.31 mmol). The suspension was hydrogenated at 6 bar H2 atmosphere for 20 h. The mixture was filtered through Celite and the solvents were evaporated to give the product (6.27 g, 96%) as an oil. 1H NMR (400 MHz, cdcl3) δ −0.07-0.18 (m, 6H), 0.77-1.01 (m, 9H), 1.28-1.37 (m, 9H), 1.36-1.87 (m, 4H), 2.58-2.74 (m, 1H), 2.88-3.06 (m, 2H), 3.40-3.55 (m, 3H), 3.60-3.72 (m, 3H), 3.78-4.10 (m, 2H), 7.14-7.32 (m, 4H). MS m/z 434 (M+H)+.

Provenance & Evidence