BENZYL 3-HYDROXY-2,2-DIMETHYLPROPANOATE

Reference Benzyl 3-hydroxy-2, 2-dimethylpropanoate [0391] [0392] 2, 2-Dimethyl-3-hydroxypropanoic acid (10.0 g) was dissolved in N, N-dimethylformamide (150 mL). To this solution, potassium hydrogen carbonate (10.2 g) was added, and then, benzyl bromide (10.7 mL) was added thereto. The resulting solution was stirred at room temperature for 16 hours. To the reaction mixture, water (300 mL) was added, and extraction was performed with a mixed solution of n-hexane and ethyl acetate (1:4) (200 mL×2). The organic layers were combined and washed with a saturated aqueous solution of sodium chloride (200 mL), and then dried over magnesium sulfate. After magnesium sulfate was removed by filtration, the solvent was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (a medium-pressure preparative liquid chromatograph, W-prep 2XY manufactured by Yamazen Corporation (column: main column 4L, inject column 3L, n-hexane:ethyl acetate=1:0-1:1 (gradient time: 15 minutes), fractionation mode GR), whereby the title compound (17.6 g, 100percent) having the following physical properties was obtained. [0393] TLC (Rf value): 0.39 (n-hexane:ethyl acetate=3:1) [0394] NMR (CDClLiOH (15.9 g, 37.9 mmol) in THF/MeOH/HReference Benzyl 3-hydroxy-2, 2-dimethylpropanoate [0391] [0392] 2, 2-Dimethyl-3-hydroxypropanoic acid (10.0 g) was dissolved in N, N-dimethylformamide (150 mL). To this solution, potassium hydrogen carbonate (10.2 g) was added, and then, benzyl bromide (10.7 mL) was added thereto. The resulting solution was stirred at room temperature for 16 hours. To the reaction mixture, water (300 mL) was added, and extraction was performed with a mixed solution of n-hexane and ethyl acetate (1:4) (200 mL×2). The organic layers were combined and washed with a saturated aqueous solution of sodium chloride (200 mL), and then dried over magnesium sulfate. After magnesium sulfate was removed by filtration, the solvent was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (a medium-pressure preparative liquid chromatograph, W-prep 2XY manufactured by Yamazen Corporation (column: main column 4L, inject column 3L, n-hexane:ethyl acetate=1:0-1:1 (gradient time: 15 minutes), fractionation mode GR), whereby the title compound (17.6 g, 100percent) having the following physical properties was obtained. [0393] TLC (Rf value): 0.39 (n-hexane:ethyl acetate=3:1) [0394] NMR (CDClLiOH (15.9 g, 37.9 mmol) in THF/MeOH/H

Molecular Weight:208.25
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:208.109944368
Monoisotopic Mass:208.109944368
Topological Polar Surface Area:46.5
Heavy Atom Count:15
Complexity:205
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes