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A novel synthesis of tetrahydrocortisone 3-glucuronide

文献类型：期刊论文

作者Zhang, Yan2,3,4; Zhang, Suqing1; Li, Rui5; Shen, Jingshan1,4; Jiang, Xiangrui1,4; Aisa, Haji A.2,3,4
刊名JOURNAL OF CARBOHYDRATE CHEMISTRY
出版日期2022-01-07
页码10
关键词Cortisone acetate Koenig-Knorr glycosylation lithium tri-tert-butoxyaluminum hydride tetrahydrocortisone 3-glucuronide
ISSN号0732-8303
DOI10.1080/07328303.2021.2023559
通讯作者Jiang, Xiangrui(jiangxiangrui@simm.ac.cn) ; Aisa, Haji A.(haji@ms.xjb.ac.cn)
英文摘要A new route for the synthesis of tetrahydrocortisone 3-glucuronide has been developed with cortisone acetate as a starting material. The key step was using lithium tri-tert-butoxyaluminum hydride to reduce the C-3 carbonyl group of 5 beta-dihydrocortisone acetate (8) to provide 3 alpha-5 beta-tetrahydrocortisone acetate (5). Then, Koenig-Knorr method was used for glycosylation with glycosyl bromide as the donor, cadmium carbonate as promoter and 4 angstrom molecular sieves as dehydrating agent to give high yield of the desired product. The new route is shorter and gives higher yield than that reported in the literature.
WOS关键词3-ALPHA,5-ALPHA-TETRAHYDRO DERIVATIVES ; CHEMICAL CONVERSION ; STEROIDS ; CORTICOSTEROIDS
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
语种英语
WOS记录号WOS:000740578900001
出版者TAYLOR & FRANCIS INC
源URL[http://119.78.100.183/handle/2S10ELR8/300676]  
专题中国科学院上海药物研究所
通讯作者Jiang, Xiangrui; Aisa, Haji A.
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai, Peoples R China
2.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, State Key Lab Basis Xinjiang Indigenous Med Plant, Urumqi, Peoples R China
3.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Reg, Urumqi, Peoples R China
4.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
5.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing, Peoples R China
推荐引用方式
GB/T 7714		 Zhang, Yan,Zhang, Suqing,Li, Rui,et al. A novel synthesis of tetrahydrocortisone 3-glucuronide[J]. JOURNAL OF CARBOHYDRATE CHEMISTRY,2022:10.
APA Zhang, Yan,Zhang, Suqing,Li, Rui,Shen, Jingshan,Jiang, Xiangrui,&Aisa, Haji A..(2022).A novel synthesis of tetrahydrocortisone 3-glucuronide.JOURNAL OF CARBOHYDRATE CHEMISTRY,10.
MLA Zhang, Yan,et al."A novel synthesis of tetrahydrocortisone 3-glucuronide".JOURNAL OF CARBOHYDRATE CHEMISTRY (2022):10.

入库方式： OAI收割

来源：上海药物研究所

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