A kind of method for efficiently synthesizing β-benzyl butyrolactone with specific configuration
A benzylbutyrolactone and configuration technology, applied in the field of medicine, can solve the problems of difficult preparation of raw materials, poor substrate applicability, low optical purity, etc., and achieve the effect of short steps, cheap raw materials, and high optical purity
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[0043] 1. Preparation of (R)-β-(3,4-dimethoxybenzyl) butyrolactone
[0044]
[0045]3,4-dimethoxyphenylpropionic acid (2.1g, 10mmol, 1.0eq.) was dissolved in 60mL of anhydrous THF, pivaloyl chloride (1.2mL, 10mmol, 1.0eq.) was added dropwise at -20°C and Triethylamine (4.2mL, 30mmol, 3.0eq.), continue stirring for 20min. A THF solution (20 mL) of (S)-4-benzyl-2-oxazolidinone (1a, 1.6 g, 9.0 mmol, 0.9 eq.) was added dropwise, LiCl (420 mg, 10 mmol, 1.0 eq.) was added in one portion , Stirring was continued at this temperature for 20 min. Then it was raised to room temperature and stirred for 2h. TLC showed the starting material was completely reacted. The reaction solution was concentrated under reduced pressure to about 20 mL, diluted with ethyl acetate, washed successively with 5% aqueous potassium bisulfate solution, 10% aqueous sodium bicarbonate solution, and saturated sodium chloride, dried over anhydrous sodium sulfate, filtered with suction, and the filtrate was c...
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