Lithium Chloride → HCID 22279870, compound

Participants

Reaction Steps

2-Methoxycarbonylamino-2-methyl-4-(2-thienyl)butanoic acid ethylester (14.7 g, 51.6 mmol) obtained in Example 1(c) was dissolved in a mixture of ethanol (150 ml) and tetrahydrofuran (100 ml), and then sodium borohydride (5.07 g, 0.13 mol) and lithium chloride (5.68 g, 0.13 mol) were added thereto followed by stirring overnight at room temperature under a nitrogen atmosphere. And next morning, sodium borohydride (5.07 g, 0.13 mol) and lithium chloride (5.68 g, 0.13 mol) were added thereto in a similar way, and the reaction mixture was stirred once more overnight at room temperature under a nitrogen atmosphere. Similar procedures described above were carried out for more two days. The reaction mixture was poured into ice-cold 10% hydrochloric acid (500 ml), and the resulting solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was concentrated in vacuo, and the residue was purified by flash chromatography on a silica gel column (elution solvent; hexane:ethyl acetate=2:1-1:5) to afford the title compound (11.7 g, 93% yield) as a white crystalline solid.

Provenance & Evidence