N-(Benzyloxy)-N-(4-cyanobutyl)-5-chloropentanamide → 14-Bromo-6-(benzyloxy)-7-oxo-6-azatetradecanenitrile

Beteiligte Stoffe

Reaktionsschritte

Compound 2 (n=4) (3.2 g, 15.7 mmol) was treated with 8-bromooctanoyl chloride (4.55 g, 18.8 mmol) in CH2Cl2 and 1N NaOH following the procedure used for (3). Silica gel column chromatography with 2:1 hexane/EtOAc afforded 3.8 g (59%) of [I] as an oil: NMR δ 1.17-2.00 (m, 14H), 2.23-2.50 (m, 4H), 3.37 (t, 2H, J=6), 3.63 (t, 2H, J=6), 4.77 (s, 2H ), 7.33 (s, 5H ). Anal. (C20H29BrN2O2) C, H, N.

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