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Efficient Synthesis of UDP-Furanoses via 4,5-Dicyanoimidazole(DCI)-Promoted Coupling of Furanosyl-1-Phosphates with Uridine Phosphoropiperidate.
Chen, Wei-Jie; Han, Shuai-Bo; Xie, Zhen-Biao; Huang, Hua-Shan; Jiang, Duo-Hua; Gong, Shan-Shan; Sun, Qi.
Affiliation
  • Chen WJ; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. chenweijie9@126.com.
  • Han SB; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. hanshuaibo1@126.com.
  • Xie ZB; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. xiezhenbiao1@126.com.
  • Huang HS; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. huanghuashan1@126.com.
  • Jiang DH; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. jiangduohua@126.com.
  • Gong SS; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. gongshanshan@jxstnu.edu.cn.
  • Sun Q; Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang 330013, China. sunqi@jxstnu.edu.cn.
Molecules ; 24(4)2019 Feb 13.
Article in En | MEDLINE | ID: mdl-30781738
ABSTRACT
A P(V)-N activation method based on nucleoside phosphoropiperidate/DCI system has been developed for improved synthesis of diverse UDP-furanoses. The reaction conditions including temperature, amount of activator, and reaction time were optimized to alleviate the degradation of UDP-furanoses to cyclic phosphates. In addition, an efficient and facile phosphoramidite route was employed for the preparation of furanosyl-1-phosphates.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Arabinose / Imino Furanoses / Imidazoles Language: En Journal: Molecules Journal subject: BIOLOGIA Year: 2019 Document type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Arabinose / Imino Furanoses / Imidazoles Language: En Journal: Molecules Journal subject: BIOLOGIA Year: 2019 Document type: Article Affiliation country: China