Title:
SELENIUM-CONTAINING COMPOUNDS - SELENOCARBOHYDRATE, SELENOGLUCOSIDE - AND PREPARATION METHODS THEREFOR
Document Type and Number:
WIPO Patent Application WO/2019/019985
Kind Code:
A1
Abstract:
The present invention falls within the technical field of selenium-containing compounds. Disclosed are selenium-containing compounds - selenocarbohydrate, selenoglucoside - and preparation methods therefor. The method comprises the steps: reacting the corresponding bromocarbohydrate protected by a protecting group with selenourea, and then degrading under alkaline conditions, or directly reacting the corresponding bromocarbohydrate protected by a protecting group with hydroselenate, or reacting the corresponding bromocarbohydrate protected by a protecting group with sodium selenide and potassium selenide, and reacting the resulting raw material with the corresponding hydrocarbylation agent or the corresponding bromocarbohydrate represented by R2 with a protecting group, or directly reacting the corresponding bromocarbohydrate protected by a protecting group with the corresponding selenol, or sodium selenol or potassium selenol, and finally carrying out deprotection to obtain various target compounds. The compounds prepared by the present invention can significantly improve the absorption and transformation of selenium element in the organism so that the selenium element is utilized by the human body.
Inventors:
WU JICHAO (CN)
PENG KAIJIN (CN)
LU LINGJIANG (CN)
ZHENG TAO (CN)
GAO HAIFENG (CN)
LUO SHIZHONG (CN)
YANG JIUCAI (CN)
PENG KAIJIN (CN)
LU LINGJIANG (CN)
ZHENG TAO (CN)
GAO HAIFENG (CN)
LUO SHIZHONG (CN)
YANG JIUCAI (CN)
Application Number:
PCT/CN2018/096736
Publication Date:
January 31, 2019
Filing Date:
July 24, 2018
Export Citation:
Assignee:
CHENGDU LAUREL SCIENCE AND TECH COMPANY LIMITED (CN)
International Classes:
C07H15/14; C07H1/00
Domestic Patent References:
| WO2014003950A2 | 2014-01-03 |
Foreign References:
| CN107344953A | 2017-11-14 | |||
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| CN101602785A | 2009-12-16 | |||
| CN101941994A | 2011-01-12 | |||
| CN101654486A | 2010-02-24 | |||
| CN1560088A | 2005-01-05 | |||
| CN101024664A | 2007-08-29 | |||
| CN101104644A | 2008-01-16 |
Other References:
ATANU BHAUMIK: "E nantiopure 1, 4, 5-Trisubstituted 1, 2, 3-Triazoles from Carbohydrates:Applications of Organoselenium Chemistry", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 79, 10 July 2017 (2017-07-10), pages 6895 - 6904, XP055677952, ISSN: 0022-3263, DOI: 10.1021/jo5009564
YANFENG CHEN ET AL: "Analysis of Organoselenium and Organic Acid Metabolites by Laser Desorption Single Photon Ionization Mass Spectrometry", ANALYTICAL CHEMISTRY, vol. 78, no. 24, 14 November 2006 (2006-11-14), pages 8386 - 8394, XP055677955, ISSN: 0003-2700, DOI: 10.1021/ac060827x
GUY JAURAND ET AL: "Organoselenium Chemistry : Stereoselective Conversion of Glycals into Anomeric Spiro-orthoesters using a Giycosyloxyselenation-Oxida- tion Elimination Sequence", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 12, 1 January 1982 (1982-01-01), pages 701 - 703, XP055677957, ISSN: 0022-4936, DOI: 10.1039/C39820000701
YANFENG CHEN ET AL: "Analysis of Organoselenium and Organic Acid Metabolites by Laser Desorption Single Photon Ionization Mass Spectrometry", ANALYTICAL CHEMISTRY, vol. 78, no. 24, 14 November 2006 (2006-11-14), pages 8386 - 8394, XP055677955, ISSN: 0003-2700, DOI: 10.1021/ac060827x
GUY JAURAND ET AL: "Organoselenium Chemistry : Stereoselective Conversion of Glycals into Anomeric Spiro-orthoesters using a Giycosyloxyselenation-Oxida- tion Elimination Sequence", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 12, 1 January 1982 (1982-01-01), pages 701 - 703, XP055677957, ISSN: 0022-4936, DOI: 10.1039/C39820000701
Attorney, Agent or Firm:
BEIJING HUAZHONG LONGTENG INTELLECTUAL PROPERTY AGENCY (GENERAL PARTNERSHIP) (CN)
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