研究简报

苯乙烯一锅法合成氨基醇

  • 何淑旺 ,
  • 颜世强 ,
  • 郭伟 ,
  • 翟光喜 ,
  • 张伟
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  • a 山东大学药学院 济南 250012;
    b 复旦大学药学院 上海 201203;
    c 山东达因海洋生物制药股份有限公司 山东威海 264300

收稿日期: 2020-02-22

  修回日期: 2020-05-06

  网络出版日期: 2020-05-29

基金资助

国家重点研究与发展计划(No.2018YFC0310900)及国家科技重大专项“重大新药创制”(No.2018ZX09721003-008-026)资助项目.

One-Pot Synthesis of Amino Alcohols from Styrenes

  • He Shuwang ,
  • Yan Shiqiang ,
  • Guo Wei ,
  • Zhai Guangxi ,
  • Zhang Wei
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  • a College of Pharmacy, Shandong University, Jinan 250012;
    b School of Pharmacy, Fudan University, Shanghai 201203;
    c Shandong Dyne Marine Biopharmaceutical Co., Ltd., Weihai, Shandong 264300

Received date: 2020-02-22

  Revised date: 2020-05-06

  Online published: 2020-05-29

Supported by

Project supported by the National Key Research and Development Program of China (No. 2018YFC0310900) and the National Major Scientific and Technological Special Project for "Significant New Drugs Development" (No. 2018ZX09721003-008-026).

摘要

报道了一种在丙酮和水的混合溶液中1,3-二溴-5,5-二甲基海因(DBH)催化烯烃两步一锅法合成氨基醇衍生物的新方法.室温条件下,苯乙烯衍生物首先与DBH反应0.5~2.0 h,然后与胺反应,最终能以64%~88%的收率得到相应的氨基醇.采用该方法以77%的收率完成了β2受体激动剂妥洛特罗克级的一锅法制备.

本文引用格式

何淑旺 , 颜世强 , 郭伟 , 翟光喜 , 张伟 . 苯乙烯一锅法合成氨基醇[J]. 有机化学, 2020 , 40(7) : 2094 -2098 . DOI: 10.6023/cjoc202002028

Abstract

A two-step one-pot procedure for the synthesis of amino alcohols mediated by 1,3-dibromo-5,5-dimethylhydantoin (DBH) in aqueous acetone solution was developed. Styrene derivatives were treated with DBH at room temperature for 0.5~2.0 h followed by the addition of amine, affording the corresponding amino alcohols in 64%~88% yields. Tulobuterol, a widely used β2-adrenergic agonist, was prepared by this protocol in gram scale with the yield of 77%.

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