119th General Meeting of the KCS

Type Poster Presentation
Area 유기화학
Room No. 포스터발표장
Time 4월 20일 (목요일) 11:00~12:30
Code ORGN.P-198
Subject Synthesis of carotenoid using chain extension unit
Authors 김다혜, 구상호1,*
명지대학교 에너지융합공학과, Korea
1명지대학교 화학과, Korea
Abstract Carotenoids are one of the important antioxidant that can prevent cancers. Carotenoids are also used as an element of cosmetics and foods. Since carotenoids cannot be sythesized in human body, they should be supplied from food, health care products, etc. That is the most important reason that synthesis of carotenoids have been developed in various ways. We previously synthesized the natural carotenes by using sulfone mediated coupling reaction, protection of the resulting alcohol, double elimination. In this research, the synthesis of carotenoids was designed using benzothiazol-2-yl(BT) sulfone with crocetin dialdehyde. The Julia-Kocienski olefination enables the efficient preparation of polyenes. So chain extension of isoprenoid using Julia-Kocienski olefination efficiently provided fully conjugated carotenoid compound. The BT sulfone containing an acetal group was prepared as an building block for the chain extension of apocarotenoids. The Julia-Kocienski olefination of the BT sulfone containng an acetal group with 2,7-dimethyl-2,4,6-octatrienedial efficiently produced C20 crocetin dial. The C30 and C40 dials were also prepared from C20 crocetin dial by the repeated application of the Julia-Kocienski olefination of the BT sulfone.
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