碱促进的(3aS,4R,6aR)-双苄基生物素转化为(3aS,4S,6aR)-双苄基生物素的研究  

Study on the Conversion of(3aS,4R,6aR)-Dibenzyl Biotin to(3aS,4S,6aR)-Dibenzyl Biotin Promoted by A Base

作　　者：金剑炜 于绪平[1,2] 俞春晓 梁玲玲[1] 宋少奇[1] 肖群艳 徐晓攀 储楠 滕南鑫 吴春雷 JIN Jianwei;YU Xuping;YU Chunxiao;LIANG Lingling;SONG Shaoqi;XIAO Qunyan;XU Xiaopan;CHU Nan;TENG Nanxin;WU Chunlei(Zhejiang Pharmaceutical Co.,Ltd.,Shaoxing,Zhejiang 312000,China;Zhejiang Engineering Research Center of Fat-soluble Vitamin,Shaoxing,Zhejiang 312000,China;Zhejiang Runhe Safety Technology Co.,Ltd.,Hangzhou,Zhejiang 310015,China;College of Chemeal Engineering,Shaoxing University,Shaoxing,Zhejiang 312000,China)

机构地区：[1]浙江医药股份有限公司,浙江绍兴312000 [2]脂溶性维生素浙江省工程研究中心,浙江绍兴312000 [3]浙江润和安全技术有限公司,浙江杭州310015 [4]绍兴文理学院化学化工学院,浙江绍兴312000

出　　处：《浙江化工》2024年第10期38-44,共7页Zhejiang Chemical Industry

摘　　要：目的:将生物素关键中体(3aS,4S,6aR)-双苄基生物素合成过程中产生的杂质(3aS,4R,6aR)-双苄基生物素经化学反应转化为产物(3aS,4S,6aR)-双苄基生物素。方法:通过碱催化反应,(3aS,4R,6aR)-双苄基生物素能顺利地转化为(3aS,4S,6aR)-双苄基生物素。结果:以异丙醇为溶剂,甲醇钠为催化剂,(3aS,4R,6aR)-双苄基生物素在25℃下搅拌24 h,以32.5%的收率得到(3aS,4S,6aR)-双苄基生物素。结论:该工艺为生物素工业生产中产生的杂质(3aS,4R,6aR)-双苄基生物素的回收利用提供了一种可行的方法。Objective:To convert the impurities(3aS,4R,6aR)-bisbenzylbiotin generated during the synthesis of biotin(3aS,4S,6aR)-bisbenzylbiotin into the product(3aS,4S,6aR)-bisbenzylbiotin by chemi-cal reaction.Methods:Through alkali-catalyzed reaction,(3aS,4R,6aR)-bisbenzylbiotin was successfully converted to(3aS,4S,6aR)-bisbenzylbiotin.Results:(3aS,4S,6aR)-bisbenzylbiotin was obtained in a yield of 32.5%using isopropanol as solvent and sodium methoxide as catalyst and(3aS,4R,6aR)-bisbenzylbiotin stirred at 25℃ for 24 h.Conclusion:This process provides a feasible method for the recovery of impurities(3aS,4R,6aR)-bisbenzyl biotin generated in the industrial production of biotin.

关 键 词：(3aS 4R 6aR)-双苄基生物素 (3aS 4S 6aR)-双苄基生物素 碱催化 手性翻转 消旋化 

分 类 号：TQ466.9[化学工程—制药化工]