The general procedure for the synthesis of L-isoleucinol from L-isoleucine is as follows: the synthesis of L-isoleucinol was carried out by reference to the literature method 61 with minor adjustments. Lithium aluminum hydride (7.2 g, 0.19 mol, 2.5 eq.) was suspended in anhydrous tetrahydrofuran (120 mL) under nitrogen protection with continuous stirring. Subsequently, L-isoleucine (10 g, 0.08 mol) was added in batches and the reaction suspension was heated to reflux for 20 hours. Upon completion of the reaction, it was cooled to room temperature, ethyl acetate was added slowly and the reaction mixture was carefully poured into concentrated sodium hydroxide solution. The organic layer was extracted with water and the organic phase was subsequently dried with sodium sulfate. Removal of the solvent under reduced pressure gave 4.5 g of L-isoleucinol as a yellow oil, which could be used in subsequent reactions without further purification. The product was characterized by 1H NMR (400 MHz, CDCl3) with the following chemical shifts: δ 0.75-0.90 (6H, m), 1.01-1.17 (1H, m), 1.22-1.36 (1H, m), 1.37-1.50 (1H, m), 2.48 (2H, br s), 2.50-2.65 (1H, m), 3.19 -3.29 (1H, m), 3.57 (1H, dd, J = 3.27,10.64Hz) ppm.
