吗啡-6-β-D-葡萄糖醛酸苷脱水杂质的合成工艺  

Synthetic Process of Morphine-6-β-D-Glucuronide Dehydration Impurity

作　　者：郭建锋 肖琳霞 汪淼 屈钦 李莉娥 田峦鸢 金芬 GUO Jianfeng;XIAO Linxia;WANG Miao;QU Qin;LI Li′e;TIAN Luanyuan;JIN Fen(Yichang Humanwell Pharmaceutical Co.,Ltd.,Yichang 443000,China;Humanwell Healthcare(Group) Co.,Ltd.,Wuhan 430075,China)

机构地区：[1]宜昌人福药业有限责任公司,湖北宜昌443000 [2]人福医药集团股份公司,湖北武汉430075

出　　处：《化学与生物工程》2022年第7期61-63,68,共4页Chemistry & Bioengineering

摘　　要：以吗啡-6-β-D-葡萄糖醛酸苷为原料,经乙酰基酯化保护、盐酸羟胺氨解、苯甲酰氯酯化保护、三氟甲醇酯化保护、DBU活化、混合碱脱水等反应合成吗啡-6-β-D-葡萄糖醛酸苷脱水杂质,总收率为41.9%,HPLC纯度达99.13%,其结构经1HNMR、13CNMR、ESI-MS等确证。该工艺反应条件温和、操作简单、总收率高,为吗啡-6-β-D-葡萄糖醛酸苷脱水杂质的合成提供了一种有效途径。Taking morphine-6-β-D-glucuronide as a raw material,we synthesized morphine-6-β-D-glucuronide dehydration impurity by the processes such as acetyl esterification protection,aminolysis with hydroxylamine hydrochloride,esterification protection with benzoyl chloride,esterification protection with trifluoromethanol,DBU activation,and dehydration with mixed alkali.The total yield reaches 41.9%and the HPLC purity reaches 99.13%.Moreover,the structure of the dehydration impurity is confirmed by 1HNMR,13CNMR,and ESI-MS.The process has the advantages of mild reaction conditions,simple operation,and high total yield,which provides an effective way for the synthesis of morphine-6-β-D-glucuronide dehydration impurity.

关 键 词：吗啡-6-β-D-葡萄糖醛酸苷 脱水杂质 合成工艺 

分 类 号：O629.13[理学—有机化学]