CAS: 4312-99-6; Oct-1-En-3-One

该化合物是一种有机化合物,被归类为不饱和的氯酮,其特点是其独特的结构,其特征是长的碳链,双链和氯酮功能组;其分子式为C8H14O,以其强效,蘑菇般的气味闻名,使其对口味和香味应用感兴趣;该化合物一般没有颜色,在室内温度下可粉黄黄色液体,其沸点相对较低,表明它很容易蒸发;其有机溶剂溶解性,但水溶性有限,反映了其疏水性. 1-Octen-3-1,因其在各种生物过程中的作用,包括其在某些真菌中的存在及其作为天然昆虫吸引剂的潜在用途,也值得注意.此外,该化合物可参与多种化学反应,例如氧化和聚合,使其在合成有机化学中成为多种化合物.安全考虑包括在通风良好的地区处理它,并使用适当的个人防护设备,因为其潜在的刺激性.

结构式图片

相似化合物

3391-86-4 24587-53-9 24415-26-7

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CAS号3391-86-4 1-辛烯-3-醇 | CAS号111-66-0 1-辛烯 | CAS号2809-67-8 2-辛炔 | CAS号117184-66-4 trimethyl(°Ct-1... | CAS号638-29-9 正戊酰氯 | CAS号754-05-2 三甲基硅乙烯 | CAS号139367-26-3 2-(iodomethyl)-... | CAS号62005-96-3 1-chloro°Ctan-3-one | CAS号1940-19-8 1-乙烯基环己醇 | CAS号25564-22-1 2-戊基-2-环戊烯-1-酮 | CAS号3391-86-4 1-辛烯-3-醇 | CAS号24089-00-7 methyl °Ctenol | CAS号106-68-3 3-辛酮 | CAS号2442-10-6 1-辛烯-3-醇乙酸酯 | CAS号68329-01-1 4-methyl-1-(3-o... | CAS号68329-15-7 1-(3-hydroxy°Ct... | CAS号61748-20-7 N-methyl-N-(°Ct... | CAS号61779-54-2 3-ethenyl°Cta-1... | CAS号624-01-1 5-Oxodecanoic acid

合成工艺路线路线简述

  • 合成目标产物 1-Octen-3-One 主要起始原料 1-Octen-3-Ol
  • (文献来源)合成步骤主要原料 1-Octen-3-Ol
己酸甲酯置于titanium(Iv) Isopropylate,叔丁基过氧化氢,Copper(II) Acetate Monohydrate体系中,用 甲醇,乙醚,水 作为反应溶剂,化学反应 0.5H,反应生成 1-辛烯-3-酮
参考文献:铜催化叔环丙醇的氧化磺化反应合成γ-酮砜
标题:铜催化叔环丙醇的氧化磺化反应合成γ-酮砜
摘要:当在乙酸铜(II)催化剂和氧化剂(叔丁基氢过氧化物或大气氧)存在下与亚磺酸盐反应时,叔环丙醇进行开环氧化磺酰化反应,反应生成γ-酮砜.各种氟烷基,芳基和烷基亚磺酸盐已成功用作磺酰化试剂,相应的砜收率高达94%.实验规程温和,可耐受环丙醇底物中的许多功能.该反应通过一锅氧化-Michael加成反应机理进行,可作为基于sulfa-Michael反应制备γ-酮砜的现有方法的有用补充.
DOI:10.1039/c7Ob01605K

海关参考信息

专利信息


专利号:US-8722886-B1
优先权日:2012-11-13
标题:Methods for the total chemical synthesis of enantiomerically-pure 7-(2′-trimethylsilyl)ethyl camptothecin
发明人:CHEN XINGHAI; HAUSHEER FREDERICK H; MALAKHOV ANDREY; KOCHAT HARRY
权利人:CHEN XINGHAI; HAUSHEER FREDERICK H; MALAKHOV ANDREY; KOCHAT HARRY; BIONUMERIK PHARMACEUTICALS INC
摘要:The present invention discloses and claims five (5) novel, highly efficient synthetic routes for the total synthesis of enantiomerically-pure (i.e., 99%) 7-(2′-trimethylsilyl)ethyl camptothecin (BNP1350; Karenitecin; Cositecan). These aforementioned synthetic schemes are the first to disclose the total syntheses of 7-(2′-trimethylsilyl)ethyl camptothecin using a highly novel direct, non-linear and convergent synthetic strategy which involves annealing the key C7-(trimethylsilyl)ethyl side chain-bearing A ring key synthons to an enantiomerically-pure tricyclic pyridone; rather than through the conventional methodology which incorporates the C7-(trimethylsilyl)ethyl side chain as the final synthetic step on a totally synthesized camptothecin parent compound. The current novel synthetic approaches reported herein since utilize desirably functionalized A-ring with preinstalled trimethyl silyl ethyl side chain, the aforementioned synthetic methodologies have a wider scope of making wide range of pharmaceutically relevant A-ring substituted BNP1350 analogs by substituting desirably functionalized nitro or protected amino phenyl carboxy A-ring as the starting material.

专利号:US-10100028-B2
优先权日:2013-09-30
标 题:Synthesis routes for prostaglandins and prostaglandin intermediates using metathesis
发明人:YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; AREFYEV DENIS VIKTOROVICH
权利人:IRIX PHARMACEUTICALS INC; PATHEON API SERVICES INC
摘要:Methods of synthesizing prostaglandins, prostaglandin analogs and their synthetic intermediates are described. The methods can comprise metal-catalyzed metathesis reactions. Also provided are synthetic intermediates that can be used in the synthesis of the prostaglandins and prostaglandin analogs.

专利号:US-2023212216-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins
发明人:MORRIS ALEXANDER REDFERN; SUTOV GRIGORIJ; BRUNE KARL DIETRICH
权利人:GENIE BIOTECH UK LTD
摘要:Site-specific modifications of proteins are desirable in biotechnological applications such as biopharmaceuticals, immunotherapy, vaccines, and are useful in chemical biology. Gluconoylation is a non-enzymatic, covalent, post-translational modification commonly observed on N-terminal His-Tags bearing proteins. We synthesized glucono-1,5-lactone derivatives, including azido variants for selective acylation. High yield acylation is achieved by simply mixing derivatives with target protein amidst diverse conditions of temperatures, aqueous buffers, excipients, or complex cell lysate.

专利号:US-5908944-A
优先权日:1991-09-27
标题 :Methylation or ethylation agent and process for 1,4-addition of a methyl or ethyl group to an α, β-unsaturated keto compound
发明人:WESTERMANN JUERGEN; NICKISCH KLAUS
权利人:SCHERING AG
摘要:This invention describes a new methylation or ethylation agent containing trimethyl aluminum or dimethyl zinc or triethyl aluminum as methyl or ethyl source, which additionally contains catalytic amounts of one or more copper(I) and/or copper(II) compounds as well as a process for the 1,4-addition of a methyl or ethyl group to an α,β-unsaturated or an α,β-double unsaturated ketone or an α,β-unsaturated aldehyde using the agent according to the invention. n By using only catalytic amounts of copper and a CKW (chlorinatedhydrocarbon)-free reaction medium, the new methylation/ethylation agent/process is distinguished by its environmental compatibility and it is, for example, suitable for the production of initial products for the synthesis of biologically effective compounds.

专利号:US-4293497-A
优先权日:1977-12-29
标 题:Coupling reaction involving a grignard and allylic halide
发明人:CARDENAS CARLOS G; DIN ZIA U
权利人:SCM CORP
摘要:Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition on the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.

专利号:US-4292454-A
优先权日:1977-12-29
标题 :Coupling reaction involving a Grignard and allylic halide
发明人:CARDENAS CARLOS G; UD DIN ZIA
权利人:SCM CORP
摘要:Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition of the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.
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[参考文献]: Amélie Slegers, Et Al. Volatile Compounds From Grape Skin, Juice And Wine From Five Interspecific Hybrid Grape Cultivars Grown In Québec (Canada) For Wine Production. Molecules. 2015 Jun 15;20(6):10980-1016.
[参考文献]: Ana I Carrapiso, Et Al. Odor-Active Compounds Of Iberian Hams With Different Aroma Characteristics. J Agric Food Chem. 2002 Oct 23;50(22):6453-8.
[参考文献]: In Hee Cho, Et Al. Characterization Of Aroma-Active Compounds In Raw And Cooked Pine-Mushrooms (Tricholoma Matsutake Sing.). J Agric Food Chem. 2006 Aug 23;54(17):6332-5.
[参考文献]: M A Drake, Et Al. Impact Of Fat Reduction On Flavor And Flavor Chemistry Of Cheddar Cheeses. J Dairy Sci. 2010 Nov;93(11):5069-81.
[参考文献]: Miranda Hart, Et Al. Inoculation With Arbuscular Mycorrhizal Fungi Improves The Nutritional Value Of Tomatoes. Mycorrhiza. 2015 Jul;25(5):359-76.

合成参考文献


摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 270.
摘要:Mérour, J.-Y.; Joseph, B., Science of Synthesis Knowledge Updates, (2016) 3, 342.
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 296.
摘要:Schleicher, K. D.; Jamison, T. F., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 562.
摘要:De Wildeman, S.; Sereinig, N., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 169.
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