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1. 发明授权

US11795132B2 Application of metal hydride/palladium compound system in preparation of 1,3-dicarbonyl compound in cascade reaction of electron-deficient alkene compound 有权
公开(公告)号：US11795132B2
公开(公告)日：2023-10-24
申请号：US17201586
申请日：2021-03-15
申请人： SOOCHOW UNIVERSITY
发明人： Shilei Zhang , Yujian Mao
IPC分类号： C07C45/41 , B01J23/44 , B01J31/12 , C07C49/537 , C07C49/553
CPC分类号： C07C45/41 , B01J23/44 , B01J31/121 , C07C49/537 , C07C49/553 , C07C2527/10 , C07C2531/12 , C07C2531/30 , C07C2602/08
摘要： Provided is an application of a metal hydride/palladium compound system in the preparation of a 1,3-dicarbonyl compound in a cascade reaction of an electron-deficient alkene compound, said reaction comprising the following steps: under the protection of nitrogen, a palladium compound and a metal hydride are suspended and stirred in a solvent, then an electron-deficient alkene compound is added; the mixture reacts at 0° C. to 100° C. for 0.3 to 10 hours; a saturated ammonium chloride aqueous solution is added to stop the reaction, and then extraction, drying by evaporation and purification by column chromatography are performed to obtain the product of 1,3-dicarbonyl compound. The hydride and palladium compound catalysts used in the method are reagents easily obtained in a laboratory; compared with the commonly used methods of hydrogenation with hydrogen gas, the method can be easily operated, and has high safety, mild conditions and high reaction yield.

2. 发明授权

US09828323B2 Process for preparation of MK-7 type of vitamin K2 有权
公开(公告)号：US09828323B2
公开(公告)日：2017-11-28
申请号：US14435260
申请日：2013-10-11
申请人： NATTOPHARMA R&D LTD
发明人： Krzysztof Krajewski , Andrzej Kutner , Jadwiga Dzikowska , Regina Gutowska , Marek Napiórkowski , Jerzy Winiarski , Marek Kubiszewski , Łukasz Jedynak , Jacek Morzycki , Stanislaw Witkowski , Aneta Baj , Piotr Wałejko
IPC分类号： C07C49/553 , C07C315/04 , C07C41/18 , C07C45/27
CPC分类号： C07C49/553 , C07C41/18 , C07C45/27 , C07C315/04 , C07C317/18 , C07C43/215 , C07C49/683
摘要： Process for preparation of MK-7 type of vitamin K2 is characterized by attaching hexaprenyl chain of “all-trans” configuration to monoprenyl derivative of menadiol following “1+6” synthetic strategy. According to the invention, a-sulfonyl carbanion generated in situ from the protected monoprenyl menadiol of the formula (II), wherein R1 represents C1-3-alkyl group, is reacted with hexaprenyl halide of the formula (VII), wherein X represents halogen atom, preferably bromine, both Z′ and Z′ represent H or one of Z′ and Z″ represents H and the other represents phenylsulfonyl group —SO2Ph in the alkylation reaction. The hexaprenyl halide of formula (VII) is obtained by coupling two triprenyl units in alkylation reaction, with or without separation of the intermediates.

3. 发明授权

US08884038B2 Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders 有权
标题翻译： 7-乙炔基醌甲基化物衍生物的合成及其作为乙烯基聚合缓凝剂的应用
公开(公告)号：US08884038B2
公开(公告)日：2014-11-11
申请号：US13158958
申请日：2011-06-13
申请人： Jonathan Masere
发明人： Jonathan Masere
IPC分类号： C07C50/02 , C07C49/553 , C07C45/51 , C07C45/69
CPC分类号： C07C7/20 , C07C45/512 , C07C45/69 , C08F2/40 , C08K5/005 , C09K15/06 , C09K15/08 , C07C49/647 , C07C49/683
摘要： The invention provides a method for synthesizing 7-Acetyleno quinone methide compounds that is safe and inexpensive. The method avoids the need for extremely cold reaction temperatures and unlike the prior art does not require any highly explosive materials. The method comprises the steps of: a) performing a condensation reaction between 3,5-di-tert-butyl-4-hydroxybenzaldehyde and a secondary amine thereby forming a secondary amine quinone methide intermediate; b) removing water from the secondary amine quinone methide intermediate by azeotropic distillation; c) adding the dehydrated secondary amine quinone methide intermediate to an organic medium containing a metal acetylide to form a Mannich base intermediate; and d) adding a release agent to the Mannich base intermediate to yield a 7-Acetyleno quinone methide.
摘要翻译：本发明提供一种安全且廉价的合成7-乙酰基醌甲基化合物的方法。该方法避免了对极冷反应温度的需要，与现有技术不同，不需要任何高度爆炸性的材料。该方法包括以下步骤：a）在3,5-二叔丁基-4-羟基苯甲醛与仲胺之间进行缩合反应，从而形成仲胺醌甲基化物中间体; b）通过共沸蒸馏从仲胺醌甲基中间体中除去水; c）将脱水的仲胺醌甲基化物中间体加入到含有金属乙炔化物的有机介质中以形成曼尼希碱中间体; 和d）向曼尼希碱中间体加入脱模剂以产生7-乙酰基醌甲基化物。

4. 发明申请

US20100216981A1 ANTIVIRAL AGENT 审中-公开
标题翻译：抗病毒剂
公开(公告)号：US20100216981A1
公开(公告)日：2010-08-26
申请号：US12450150
申请日：2008-03-19
申请人： Shinsuke Sano , Takako Fukagawa , Hirokazu Yamada , Chikara Masuta , Hanako Shimura
发明人： Shinsuke Sano , Takako Fukagawa , Hirokazu Yamada , Chikara Masuta , Hanako Shimura
IPC分类号： C07H21/04 , C07C49/553 , C07C49/543 , C07C49/537
CPC分类号： A61K31/122 , A61K31/7088 , A61K31/7105
摘要： An object of the present invention is to provide a viral disease control agent which has a mechanism of action different from conventional one as a substitute for existing viral disease control methods and is used in more practical and safer manners. The present invention utilizes a compound having inhibitory activity on the binding of a substance α to a PTGS suppressor protein, wherein the substance α has a property of inducing PTGS and a property of binding to the PTGS suppressor protein and shows a decrease in the property of inducing PTGS upon binding to the PTGS suppressor protein.
摘要翻译：本发明的目的是提供一种病毒性疾病控制剂，其具有与常规作用不同的作用机理，作为现有病毒性疾病控制方法的替代物，并以更实际和更安全的方式使用。本发明利用对物质α与PTGS抑制蛋白的结合具有抑制活性的化合物，其中物质α具有诱导PTGS的性质和与PTGS抑制蛋白结合的性质，并且表现出降低在结合PTGS抑制蛋白时诱导PTGS。

5. 发明授权

US5929291A Odorants 失效
标题翻译：气味
公开(公告)号：US5929291A
公开(公告)日：1999-07-27
申请号：US842930
申请日：1997-04-09
申请人： Jerzy A. Bajgrowicz , Georg Frater
发明人： Jerzy A. Bajgrowicz , Georg Frater
IPC分类号： A61K8/34 , A61Q13/00 , C07C31/13 , C07C31/137 , C07C33/12 , C07C35/28 , C07C45/59 , C07C45/67 , C07C45/68 , C07C45/69 , C07C45/74 , C07C47/225 , C07C47/44 , C07C49/21 , C07C49/553 , C07C49/613 , C07C49/627 , C07C49/633 , C11B9/00 , C07C35/22
CPC分类号： C11B9/003 , C07C31/13 , C07C31/137 , C07C33/12 , C07C35/28 , C07C45/59 , C07C45/67 , C07C45/68 , C07C45/69 , C07C45/74 , C07C47/225 , C07C47/44 , C07C49/21 , C07C49/553 , C07C49/613 , C07C49/627 , C07C49/633
摘要： The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta., .gamma. a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.
摘要翻译：本发明涉及通式的化合物，其中R 1至R 7独立地为H，甲基或乙基，R 8 + R 9一起形成亚甲基（-CH 2 - ）或单键，或者R 1 + R 2一起形成 - （CH 2） n-，其中n为3或4，或R3 + R5或R5 + R7表示亚甲基或单键; 并且分子中存在至少一个环丙烷环是强制性的，侧链可以饱和或在α，β或β位置含有一个双键，γ是用于制备这些化合物的方法，用于进行该方法的化合物以及这些化合物作为气味剂或作为气味组合物的成分的用途。

6. 发明授权

US5214160A Acetyl-tri-and-tetramethyl-octahydronaphthalenes and fragrance compositions containing same 失效
标题翻译：乙酰三 - 四甲基八氢萘和含有它们的香料组合物
公开(公告)号：US5214160A
公开(公告)日：1993-05-25
申请号：US951053
申请日：1992-09-25
申请人： Franz Etzweiler , Daniel Helmlinger , Cornelius Nussbaumer , Mario Pesaro
发明人： Franz Etzweiler , Daniel Helmlinger , Cornelius Nussbaumer , Mario Pesaro
IPC分类号： C07C45/60 , C07C49/553 , C07C57/26 , C07C69/608 , C07C69/738 , C07D311/20 , C11B9/00
CPC分类号： C11B9/0053 , C07C45/60 , C07C49/553 , C07C57/26 , C07C69/608 , C07C69/738 , C07D311/20
摘要： The invention concerns novel odorants of formula I wherein R is hydrogen or methyl. ##STR1## The invention also concerns fragrance compositions containing I. Formula I is intended to particularly embrace as the racemates, (.+-.)-3.alpha.-acetyl-3.beta.,4.beta.,5,5-tetramethyl-2,3,4,4a.beta.,5,6,7,8-octahydronapthalene and (.+-.)-3.alpha.-acetyl-4.beta.,5,5,-trimethyl-2,3.beta.,4,4a.beta.,5,6,7,8-octahydronapthalene.
摘要翻译：本发明涉及式I的新型气味剂，其中R是氢或甲基。本发明还涉及含有I的香料组合物。式I旨在特别包括外消旋体（+/-） - 3α-乙酰基-3β，4β，5,5-四甲基-2,3 ，4,4aβ，5,6,7,8-八氢萘和（+/-） - 3α-乙酰基-4β，5,5'-三甲基-2,3β，4,4a，5,6 ，7,8-八氢萘。

7. 发明授权

US5077275A Acylated bicycloalkadiene-compound-containing compositions of matter process for preparing same and perfumery uses thereof 失效
标题翻译：含酰化双环链二烯化合物的物质组合物及其制备方法及其香料用途
公开(公告)号：US5077275A
公开(公告)日：1991-12-31
申请号：US701849
申请日：1991-05-17
申请人： Richard M. Boden , Joseph A. McGhie
发明人： Richard M. Boden , Joseph A. McGhie
IPC分类号： C07C45/45 , C07C49/553 , C07C49/557 , C11B9/00 , C11D3/50
CPC分类号： C07C49/553 , C07C45/455 , C07C49/557 , C11B9/0038 , C11B9/0049 , C11D3/50
摘要： Described are acylated bicycloalkadiene-compound-containing compositions of matter, mixtures of compounds containing predominantly compounds having the structures: ##STR1## with the compositions of matter containing from 50 up to 100% of the compound having the structure: prepared by reacting the compound having the structure: ##STR2## or a mixture containing, predominently, the compound having the structure: with acetic anhydride in the presence of a Lewis acid catalyst such as boron trifluoride etherate.Also described are perfumery uses of such compositions of matter for augmenting or enhancing the aroma of perfume compositions, colognes or perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic powders, hair preparations and the like.

8. 发明授权

US5049497A Novel process for the synthesis of the enantiomers of bicyclo(4.2.0)oct-2-en-7-one and derivatives 失效
标题翻译：用于合成双环（4.2.0）辛-2-烯-7-酮及其衍生物的对映异构体的新方法
公开(公告)号：US5049497A
公开(公告)日：1991-09-17
申请号：US900029
申请日：1986-08-25
申请人： Arthur F. Kluge , Dennis J. Kertesz
发明人： Arthur F. Kluge , Dennis J. Kertesz
IPC分类号： C12P41/00 , A61K31/12 , A61P9/00 , C07C27/00 , C07C29/143 , C07C29/58 , C07C35/31 , C07C35/52 , C07C45/00 , C07C45/29 , C07C45/30 , C07C45/60 , C07C45/65 , C07C47/267 , C07C47/27 , C07C47/273 , C07C47/277 , C07C49/553 , C07C49/557 , C07C49/687 , C07C49/693 , C07C49/743 , C07C51/353 , C07C59/46 , C07C67/00 , C07C69/732 , C07C231/00 , C07C231/12 , C07C233/25 , C07C239/00 , C07C275/04 , C07F7/18 , C12P7/02 , C12R1/865
CPC分类号： C12P7/02 , C07C45/292 , C07C45/305 , C07C45/60 , C07C45/65 , C07C47/267 , C07C47/27 , C07C47/273 , C07C47/277 , C07C49/553 , C07C49/557 , C07C49/687 , C07C49/693 , C07C49/743 , C07C59/46 , C07F7/1856
摘要： The enantiomers of formulas ##STR1## are prepared in a sequence starting from the racemic compound of formula ##STR2## wherein X is hydro or bromo when Y is bromo, or X is chloro when Y is chloro. The key step of this process involves a microbial reduction of the compound of formula (3) to give a ketone and an alcohol of high enantiomeric purity.
摘要翻译：式（1）的对映异构体按照从式（3）的外消旋化合物开始的顺序制备，其中当Y是溴时X是氢或溴，或X是氯时 Y是氯。该方法的关键步骤涉及式（3）化合物的微生物还原，得到具有高对映体纯度的酮和醇。

9. 发明授权

US4728747A Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, their preparation, and their use as scents 失效
标题翻译：新的2,3-二取代的双环（2.2.1）庚烷和庚烯，它们的制备及其作为香料的用途
公开(公告)号：US4728747A
公开(公告)日：1988-03-01
申请号：US814928
申请日：1985-12-30
申请人： Werner Hoffmann , Lothar Janitschke
发明人： Werner Hoffmann , Lothar Janitschke
IPC分类号： C07C31/137 , C07C45/62 , C07C45/69 , C07C49/323 , C07C49/553 , C07C49/557 , C07C69/145 , C11B9/00 , C07C121/48
CPC分类号： C07C255/00 , C07C31/137 , C07C45/62 , C07C45/69 , C07C49/323 , C07C49/553 , C07C49/557 , C11B9/0046
摘要： Novel disubstituted bicyclo[2.2.1]heptanes of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.3 -alkyl, R.sup.2 is C.sub.1 -C.sub.8 -alkyl or-alkenyl, R.sup.3 and R.sup.4 together are .dbd.O, .dbd.CH--CN, .dbd.CH--CO--OCH.sub.3 or .dbd.CH--CO--OC.sub.2 H.sup.5, or R.sup.3 is hydrogen, --CH.sub.3, --CH.dbd.CH.sub.2 or --C.tbd.CH when R.sup.4 is --OH or --O--CO--CH.sub.3, or R.sup.3 is H when R.sup.4 is --CH.sub.2 --CO--OCH.sub.3, --CH.sub.2 --CO--OC.sub.2 H.sub.5 or --CH.sub.2 --C.tbd.N and one or both of the dashed lines may be a further bond, are obtained by subjecting cyclopentadiene to a Diels-Alder reaction with an unsaturated ketone, this reaction being catalyzed by a Lewis acid, and then subjecting the compound of the formula Ia ##STR2## initially formed to a reduction, a Grignard reaction or a reaction with diethylphosphonoacetonitrile or ethyl phosphonoacetate and NaH.They can be used as scents and/or aromas or as intermediates for scents.
摘要翻译： R 1为C 1 -C 3 - 烷基，R 2为C 1 -C 8 - 烷基或 - 烯基的新型二取代双环[2.2.1]庚烷，其中R 1和R 2一起为= O，= CH -CN，= CH-CO-OCH 3或= CH-CO-OC 2 H 5，或者当R 4为-OH或-O-CO-CH 3时，R 3为氢，-CH 3，-CH = CH 2或-C 当R4是-CH2-CO-OCH3，-CH2-CO-OC2H5或-CH2-C3NN，当一个或两个虚线可以是另一个键时，通过使环戊二烯与Diels-Alder反应不饱和酮，该反应由路易斯酸催化，然后使最初形成的式Ia（Ia）化合物进行还原，格利雅反应或与二乙基膦酰基乙腈或膦酰基乙酸乙酯和NaH的反应。它们可以用作气味和/或香气或作为香料的中间体。

10. 发明授权

US4604486A Method of preparing optically active ketones 失效
标题翻译：光学活性酮的制备方法
公开(公告)号：US4604486A
公开(公告)日：1986-08-05
申请号：US689007
申请日：1985-01-04
申请人： Genichi Tsuchihashi , Keisuke Suzuki
发明人： Genichi Tsuchihashi , Keisuke Suzuki
IPC分类号： C07C45/52 , A01N35/02 , B01J31/00 , B01J31/14 , C07B31/00 , C07B53/00 , C07B61/00 , C07C45/00 , C07C45/51 , C07C49/04 , C07C49/105 , C07C49/313 , C07C49/543 , C07C49/553 , C07C67/00 , C07C301/00 , C07C303/28 , C07C309/65
CPC分类号： C07C49/04 , C07C45/512 , C07C49/313
摘要： A method of preparing optically active ketones having the general formula ##STR1## wherein R.sup.2 and R.sup.3 indicate hydrocarbon groups having 1 to 20 carbon atoms characterized by submitting an optically active sulfonyloxy alcohol having the general formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 indicate hydrocarbon groups having carbon atoms of 1 to 20 and which optionally contain N, O, P and S. The symbol * indicates asymmetric carbon atoms to rearrangement in a solvent and in the presence of organoaluminum compounds given by the general formula R.sub.3-n.sup.4 AlX.sub.n, (wherein R.sup.4 indicates an alkyl group having carbon atoms of 1 to 20 and X indicates a halogen atom, an alkoxy group or a CN group. n is 1, 1.5 or 2).
摘要翻译：一种制备具有通式为“IMAGE”的光学活性酮的方法，其中R2和R3表示具有1至20个碳原子的烃基，其特征在于提交具有通式“IMAGE”的光学活性磺酰氧基醇，其中R1，R2和R3表示烃具有1至20个碳原子并且任选地含有N，O，P和S的基团。符号*表示在溶剂中和在由通式R3-n4 AlXn给出的有机铝化合物存在下的不对称碳原子，（其中R4表示碳原子数为1〜20的烷基，X表示卤素原子，烷氧基或CN基，n为1,1.5或2）。

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