Downstream synthetic route of D-Phenylalanine

With the complex challenges of chemical substances, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO171,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

(a) 10 g of D-phenylalanine was suspended in 180 ml of dioxane/water (2:1), and 20.2 ml of 3 N sodium hydroxide aqueous solution added thereto under ice cooling. Next, 4.5 ml of a solution of 14.5 g of di-tert-butyl dicarbonate in tetrahydrofuran (THF) was added to the reaction mixture and the mixture stirred overnight. After distilling the solvent from the reaction mixture, 5% potassium bisulfate solution was added to the residue to adjust the pH value to 2 to 3. The reaction mixture was extracted three times with ethyl acetate, the ethyl acetate extracts combined, and the combined extract washed with water and a saturated sodium chloride aqueous solution. The ethyl acetate extract was dried over anhydrous magnesium sulfate, and the solvent distilled off under reduced pressure to obtain 17 g of N-tert-butoxycarbonyl-D-phenylalanine as a colorless oil. Rf = 0.56 (chloroform/methanol/acetic acid = 10: 1: 0.1)

With the complex challenges of chemical substances, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP454302; (1991); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare