CAS: 127-40-2; (1R,4R)-4-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((R)-4-Hydroxy-2,6,6-Trimethylcyclohex-1-En-1-yl)-3,7,12,16-Tetramethyloctadeca-1,3,5,7,9,11,13,15,17-Nonaen-1-yl)-3,5,5-Trimethylcyclohex-2-Enol

上下游产品

(3R,6'R)-3-hydroxy-β,ε-caroten-3'-one 4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione 3,3'-dioxo-trans-α-carotene(3R,6'R)-3-hydroxy-β,ε-caroten-3'-one 3-Hydroxy-3'-methoxy-α-carotin (6'R)-β,ε-carotene (1R,4R)-3,5,5-Trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohexa-1,3-dienyl)-°Ctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enol

以 乙酸乙酯 用作溶剂,化学反应 4.0H,反应生成叶黄素
参考文献:Process For Synthesis Of (3R,3'R,6'R)-Lutein And Its Stereoisomers
标题:Process For Synthesis Of (3R,3'R,6'R)-Lutein And Its Stereoisomers
摘要:(3R,3'r,6'r)-叶黄素和(3R,3'r)-玉米黄质是两种膳食类胡萝卜素,广泛存在于美国常见的大多数水果和蔬菜中.这些类胡萝卜素在人类血浆,主要器官和眼部组织中积累.在过去的十年里,许多流行病学和实验研究表明,叶黄素和玉米黄质在预防年龄相关性黄斑变性(amd)中起着重要作用,这是美国和西方世界导致失明的主要原因.本发明提供了一种从商业可获得的(rac)-α-离子酮通过c15+c10+c15偶联策略合成(3R,3'r,6'r)-叶黄素及其立体异构体的方法.此外,本发明还提供了一种获得具有3-羟基-ε-末端基团的光学活性类胡萝卜素前体的方法,否则这些类胡萝卜素前体很难合成.用于合成叶黄素及其立体异构体的方法是简单明了的,并具有商业化潜力.

专利信息

专利号:US-7858828-B2
优先权日:2008-03-26
标 题 :Process for synthesis of (3R,3'R,6'R)-lutein and its stereoisomers
发明人：KHACHIK FREDERICK; CHANG AN-NI
权利人:UNIV MARYLAND
摘要:(3R,3′R,6′R)-Lutein and (3R,3′R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3′R,6′R)-lutein and its stereoisomers from commercially available (rac)-α-ionone by a C 15 +C 10 +C 15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-ε-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.

专利号:US-7435861-B2
优先权日:2005-04-29
标 题 :Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
发明人：LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID
权利人:CARDAX PHARMACEUTICALS INC
摘要:A method for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

专利号:US-2008221377-A1
优先权日:2006-06-16
标题 :Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
发明人：LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID; BRAUN CRISTI L
权利人:LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID; BRAUN CRISTI L
摘要:A method for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

专利号:US-2009099061-A1
优先权日:2006-01-27
标 题:Synthesis of carotenoid analogs or derivatives with improved antioxidant characteristics
发明人：FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
权利人:FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
摘要:A method is described for synthesizing and administering carotenoid compounds with improved antioxidant characteristics. In some embodiments, extension or improvement of conjugation may be employed in structural modification of carotenoids. In other embodiments, reduction of ring/chain steric hindrance may improve the lambda max, and hence, the overall antioxidant capability, of particular compounds. In other embodiments, introduction and/or increase in synthetic handles for conjugation may improve the stoichiometric ratios of conjugating moieties to the polyene backbone. The methods may be used to improve natural and/or synthetic compounds for medicinal application in the treatment of disease.

专利号:US-2007015735-A1
优先权日:2005-03-23
标 题 :Water-dispersible carotenoids, including analogs and derivatives
发明人：LOCKWOOD SAMUEL F; NADOLSKI GEOFF
权利人:LOCKWOOD SAMUEL F; NADOLSKI GEOFF
摘要:A method used for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The analog, derivative, or intermediate may be administered such that a subject's risk of experiencing diseases associated with reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals may be thereby reduced. The analog or analog combination may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. The carotenoid analog or derivative may be synthetic. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

专利号:US-2009264681-A1
优先权日:2008-03-26
标题 :Process for Synthesis of (3R,3'R,6'R)-Lutein and its Stereoisomers