猪磺去氧胆酸的合成

Synthesis of the taurohyodeoxycholic acid

猪去氧胆酸(HDCA)与氯甲酸乙酯在三乙胺存在下反应生成羧酸-碳酸乙酯混合酐,而后将其与牛磺酸钠进行氨解反应,合成猪磺去氧胆酸(THDCA)。考察了合成工艺对THDCA收率及纯度的影响。结果表明,形成混酐时,二氧六环用量为11.3 mL/g HDCA,滴加氯甲酸乙酯后先在10℃反应30 min,再在15℃下反应20 min;用1.5 mol/L的NaOH水溶液溶解牛磺酸后再进行氨解;粗产品用丙酮重结晶。依以上条件,可得到收率约49%,质量分数约97%的THDCA。

The taurohyodeoxycholic acid （THDCA） was synthesized by aminolysis of sodium taurine with carboxy-carbonate mixed anhydride prepared by reacting hyodeoxycholic acid（HDCA） with ethyl chloroformate at the present of triethylamine. The influences of synthesis methodology on the yield and purity of THDCA were studied. The result indicated that the reacting mixture containing dioxane 11.3 mL/g HDCA which had been added ethyl chloroformate drop wise should be keep at 10 ℃ for 30 rain,then,rising to 15 ℃ for another 20 min in the step of forming mixed anhydride,and 1.5 mol/L NaOH was used to dissolve taurine before aminolysis, and crude product was recrystaUed by acetone in purifying process. According to the conditions described,taurohyodeoxycholic acid yields 49% with mass portion about 97%.