Title:
EFFICIENT SYNTHESIS METHOD OF C20 POLYENE BIS(PHOSPHONATE) AND CAROTENE COMPOUND USING SAME
Document Type and Number:
WIPO Patent Application WO/2019/147015
Kind Code:
A1
Abstract:
The present invention relates to an intermediate necessary for producing a carotene compound having excellent antioxidant activity with various aldehyde compounds in a single step reaction, a synthesis method thereof, and a synthesis method of various carotene compounds using the same. For this purpose, a novel tetraethyl (2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaen-1,16-diyl)bis(phosphonate) represented by structural formula 2 and diethyl (4-(benzo[d]thiazole-2-ylsulfonyl)-2-methyl-2-buten-1-yl) phosphonate of structural formula 5, and an efficient synthesis method thereof are proposed. When using C20 polyene bis(phosphonate) of structural formula 2, the carotene compound of various structures can be produced by a single step reaction with various aldehyde compounds, so that the reaction is efficient and simple.
Inventors:
KOO SANGHO (KR)
KIM DAHYE (KR)
KIM YUNJI (KR)
KIM DAHYE (KR)
KIM YUNJI (KR)
Application Number:
PCT/KR2019/000964
Publication Date:
August 01, 2019
Filing Date:
January 23, 2019
Export Citation:
Assignee:
MYONGJI UNIV INDUSTRY AND ACADEMIA COOPERATION FOUNDATION (KR)
International Classes:
C07F9/40; C07C403/02; C07C403/04; C07C403/10; C07C403/18; C07C403/22; C07F9/6541
Foreign References:
| DE2551914A1 | 1977-06-02 | |||
| KR100733023B1 | 2007-06-28 | |||
| KR20050077504A | 2005-08-02 |
Other References:
EFFENBERGER, F.: "Synthesen endständig substituierter, konjugierter Polyene", SYNTHESIS, vol. 11, 1990, pages 1085 - 1094, XP055628935
KIM, M.: "Role of Ring Ortho Substituents on the Configuration of Carotenoid Polyene Chains", ORGANIC LETTERS, vol. 20, no. 2, 10 January 2018 (2018-01-10), pages 493 - 496, XP055628937
KIM, D.: "Fast Assembly and High-Throughput Screening of Structure and Antioxidant Relationship of Carotenoids", ORGANIC LETTERS, vol. 21, no. 3, 16 January 2019 (2019-01-16), pages 714 - 718, XP055628938
KIM, M.: "Role of Ring Ortho Substituents on the Configuration of Carotenoid Polyene Chains", ORGANIC LETTERS, vol. 20, no. 2, 10 January 2018 (2018-01-10), pages 493 - 496, XP055628937
KIM, D.: "Fast Assembly and High-Throughput Screening of Structure and Antioxidant Relationship of Carotenoids", ORGANIC LETTERS, vol. 21, no. 3, 16 January 2019 (2019-01-16), pages 714 - 718, XP055628938
Attorney, Agent or Firm:
DAWOOL PATENT AND LAW FIRM (KR)
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