CAS: 116-31-4; (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-Trimethylcyclohex-1-En-1-yl)Nona-2,4,6,8-Tetraenal

上下游产品

CAS号68-26-8 视黄醇 | CAS号1005452-43-6 ((1E,3E,5E)-4-m... | CAS号33603-83-7 (2E)-3-bromobut... | CAS号630-19-3 三甲基乙醛 | CAS号5497-67-6 2,2-二甲基-4-戊烯醛 | CAS号20638-88-4 全反式视黄腈-14,15-13C2 | CAS号62054-49-3 3-甲酰-2-丁烯酸乙酯 | CAS号83803-81-0 ethyl 4,4-dimet... | CAS号33532-44-4 (2Z,4E,6Z,8E)-3... | CAS号76686-05-0 diketoretinal | CAS号739-13-9 5,6-epoxyretinal | CAS号71423-69-3 4-oxo-13-cis-retinal | CAS号71423-68-2 4-hydroxy-13-ci... | CAS号18344-42-8 4-羟基视黄醛 | CAS号4759-48-2 异维A酸 | CAS号302-79-4 维生素A酸； 视黄酸 | CAS号472-86-6 13-顺式视黄醇 | CAS号514-85-2 9-顺式视黄醛

13-顺式视黄醇置于碘体系中,用 乙醚,苯 用作溶剂,化学反应 48.0H,以91%的收率获得视黄醛
参考文献:A New Approach To Retinoids Via Organometallic Addition To Pyrylium Salts
标题:A New Approach To Retinoids Via Organometallic Addition To Pyrylium Salts
摘要:描述了一种新的简洁方法,通过有机金属添加反应合成视黄素,该方法基于吡啶盐的反应;使用4-甲基吡啶四氟硼酸盐可以得到13Z-视黄素,该化合物可以很容易地异构化为视黄素本身;相应的未取代和4-环己基吡啶盐被转化为13-H和13-环己基视黄素类似物.
Doi:10.1039/c39940002623

专利信息

专利号:US-9388131-B2
优先权日:2011-04-27
标题:Automated synthesis of small molecules using chiral, non-racemic boronates
发明人：BURKE MARTIN D; LI JUNQI; GILLIS ERIC P
权利人:UNIV ILLINOIS
摘要:Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification.

专利号:US-9862733-B2
优先权日:2010-07-23
标题 :Apparatus and methods for the automated synthesis of small molecules
发明人：BURKE MARTIN D; GILLIS ERIC P; BALLMER STEVEN G
权利人:BURKE MARTIN D; GILLIS ERIC P; BALLMER STEVEN G; UNIV ILLINOIS
摘要:Provided are methods for purifying N-methyliminodiacetic acid (MIDA) boronates from solution. Also provided are methods for deprotection of boronic acids from their MIDA ligands. The purification and deprotection methods can be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chemical compounds of interest. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated synthesis of small molecules using iterative cycles of deprotection, coupling, and purification in accordance with methods of the invention. Coupling and other reactions embraced by the invention include, without limitation, Suzuki-Miyaura coupling, oxidation, Swern oxidation, “Jones reagents†oxidation, reduction, Evans' aldol reaction, HWE olefination, Takai olefination, alcohol silylation, desilylation, p-methoxybenzylation, iodination, Negishi cross-coupling, Heck coupling, Miyaura borylation, Stille coupling, and Sonogashira copling.

专利号:US-4035425-A
优先权日:1973-04-23
标 题 :Synthesis of Vitamin A, intermediates and conversion thereof to Vitamin A
发明人：OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A synthesis of novel Vitamin A intermediates from beta-ionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

专利号:US-4092366-A
优先权日:1975-04-10
标题:Synthesis of Vitamin A, intermediates and conversion thereof to Vitamin A
发明人：OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A synthesis of novel Vitamin A intermediates from betaionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

专利号:US-3949006-A
优先权日:1972-04-24
标题:Synthesis of vitamin A, intermediates and conversion thereof to vitamin A
发明人：OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A synthesis of novel Vitamin A intermediates from betaionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

专利号:US-4058569-A
优先权日:1975-04-10
标 题:Synthesis of Vitamin A, intermediates and conversion thereof to Vitamin A
发明人：OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A synthesis of novel Vitamin A intermediates from beta-ionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.