Hydrochloric Acid → delta-Amino-N-butyl-gamma-hydroxy-alpha-methyl-cyclohexanehexanamide

Beteiligte Stoffe

Reaktionsschritte

A solution of the product from A [1S-(1R*,2R*, 4R*)][5-(butylamino)-1-(cyclohexylmethyl)-2-hydroxy-4-methyl-5-oxopentyl]carbamic acid, 1,1-dimethylethyl ester (0.23 g, 0.58 mmol) in dioxane (5 mL) at 0° C. was added a dioxane solution (15 mL) saturated with HCl(g) and allowed to stand two h and then warm to r.t. for 16 h. The reaction was made basic (pH=8) by the dropwise addition of conc. NH4OH and then extracted with CH2Cl2. The organic layer was washed with water, dried (Na2CO3), filtered and concentrated in vacuo. Silica gel chromatography (90:10:1 CH2Cl2 :MeOH:NH4OH) of the concentrate afforded the title compound (0.20 g, 98%).

Herkunft & Nachweise