CAS: 81522-68-1; ((Z)-2-((3S,5R)-3,5-Bis((Tert-Butyldimethylsilyl)Oxy)-2-Methylenecyclohexylidene)Ethyl)Diphenylphosphine Oxide

该化合物是一种复杂的有机磷化合物,其特点是磷氧化物功能组,其特征是磷原子与氧原子结合,具有双重联系,有助于其反应和在各种化学工艺中的潜在应用,结构包括多团团团,增强有机溶剂的稳定性和溶性,环氧二甲基硅酸盐的出现表明有机合成和催化的潜在应用.此外,二苯基二氧二苯二氧元素可产生独特的电子特性,使其在材料科学和协调化学中有用.总体而言,这一化合物体现了有机磷化学中经常发现的复杂设计,对工业和学术研究都有影响.

结构式图片

相似化合物

100858-27-3 2803375-67-7 338956-85-7

物理性质

MSDS等安全信息

上下游产品

CAS号81506-25-4 [3S-(1Z,3α,5β)]... | CAS号4559-70-0 二苯基磷氧 | CAS号81506-21-0 [2S-(1E,2α,3β,5... | CAS号81570-18-5 [1R-(1α,2E,4α,6... | CAS号81506-18-5 [2S-(1E,2α,3β,5... | CAS号81506-19-6 [2S-(1E,2α,3β,5... | CAS号81506-22-1 [2S-(1E,2α,3β,5... | CAS号32222-06-3 骨化三醇 | CAS号103909-75-7 马沙骨化醇 | CAS号60133-18-8 1α,25-二羟维生素 D2 | CAS号112965-21-6 卡泊三醇

合成工艺路线路线简述

  • 合成目标产物 Phosphine Oxide, [2-[3,5-Bis [[(1,1-Dimethylethyl) Dimethylsily]Oxy]-2-Methylenecyclohexylidene]Ethyl]Diphenyl-,[3S-(1Z,3A,5B0)] 主要起始原料 Cyclohexane, 1-(2-Chloroethylidene)-3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-2-Methylene-, (1Z,3S,5R)- And Diphenylphosphine Oxide
  • 81506-25-4 + 829-85-6 = 81522-68-1
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane1.2 Solvents: Tetrahydrofuran1.3 Solvents: Water1.4 Reagents: Hydrogen Peroxide Solvents: Chloroform,Water
    标题:Parallel Synthesis Of A Vitamin D3 Library In The Solid-Phase
    作者:Hijikuro,Ichiro; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2001 卷标:123(16) 页码:3716-3722]

    = 81522-68-1 [标题:Reaction Conditions
    标题:Binaphthol-Titanium-Promoted,Highly Enantiocontrolled,Diels-Alder Cycloadditions Of Electronically Matched 2-Pyrones And Vinyl Ethers: Streamlined Asymmetric Synthesis Of An A-Ring Precursor To Physiologically Active 1α-Hydroxyvitamin D3 Steroids
    作者:Posner,Gary H.; Et Al
    参考文献:Tetrahedron Letters 日期:1994 卷标:35(41) 页码:7541-4]

    1499-21-4 + 81506-24-3 = 81522-68-1 [标题:Reaction Conditions
    标题:An Efficient Route To A Key A-Ring Synthon For 1α,25-Dihydroxyvitamin D3 And Its Analogs
    作者:Hatakeyama,Susumi; Et Al
    参考文献:Tetrahedron 日期:1994 卷标:50(47) 页码:13369-76]

    = 81522-68-1
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Acetonitrile2.1 -
    标题:An Efficient Asymmetric Synthesis Of 1α,25-(Oh)2 Vitamin D3 A-Ring Synthon
    作者:Nagasawa,Kazuo; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1993 卷标:58(9) 页码:2523-9]

    145100-51-2 + 4541-02-0 = 81522-68-1
    反应条件:1.1 Solvents: Tetrahydrofuran1.2 Solvents: Tetrahydrofuran1.3 Solvents: Diethyl Ether2.1 Solvents: Tetrahydrofuran2.2 Reagents: Triethylamine,Triphenylphosphine Catalysts: Palladium Diacetate
    标题:A Concise Enantioselective Synthesis Of A Key A-Ring Synthon For 1α-Hydroxyvitamin D3 Compounds
    作者:Hiyamizu,Hiroko; Et Al
    参考文献:Organic Letters 日期:2001 卷标:3(3) 页码:473-475]

    69739-34-0 = 81522-68-1
    反应条件:1.1 Reagents: 2-Propen-1-Ol,Lithium Salt1.2 Reagents: Formic Acid Catalysts: Palladium Diacetate1.3 -2.1 -
    标题:Binaphthol-Titanium-Promoted,Highly Enantiocontrolled,Diels-Alder Cycloadditions Of Electronically Matched 2-Pyrones And Vinyl Ethers: Streamlined Asymmetric Synthesis Of An A-Ring Precursor To Physiologically Active 1α-Hydroxyvitamin D3 Steroids
    作者:Posner,Gary H.; Et Al
    参考文献:Tetrahedron Letters 日期:1994 卷标:35(41) 页码:7541-4]

    24630-80-6 = 81522-68-1
    反应条件:1.1 -2.1 1 H,22 °C2.2 Reagents: Sodium Hydride Solvents: Dimethylformamide; 2 H,-60 °C
    标题:Diphenylphosphine Oxide - First Update To Document Cited In Ca149:267100
    作者:Saunders,Jeffrey O.; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2007]

    81506-23-2 = 81522-68-1
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Hexane1.2 Catalysts: Fluorenone-4-Carboxylic Acid Solvents: Tert-Butyl Methyl Ether2.1 Reagents: Triphosgene Solvents: Hexane2.2 Reagents: Triethylamine2.3 Reagents: Sodium Hydride Solvents: Dimethylformamide
    标题:Efficient Synthesis Of The A-Ring Phosphine Oxide Building Block Useful For 1α,25-Dihydroxy Vitamin D3 And Analogues
    作者:Daniewski,Andrzej R.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2002 卷标:67(5) 页码:1580-1587]

    81506-24-3 = 81522-68-1
    反应条件:1.1 Reagents: 2,6-Lutidine,Lithium Chloride Solvents: Dimethylformamide1.2 Reagents: Methanesulfonyl Chloride2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane2.2 Solvents: Tetrahydrofuran2.3 Solvents: Water2.4 Reagents: Hydrogen Peroxide Solvents: Chloroform,Water
    标题:Parallel Synthesis Of A Vitamin D3 Library In The Solid-Phase
    作者:Hijikuro,Ichiro; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2001 卷标:123(16) 页码:3716-3722]

    328529-82-4 = 81522-68-1
    反应条件:1.1 Solvents: Tetrahydrofuran1.2 Reagents: Triethylamine,Triphenylphosphine Catalysts: Palladium Diacetate
    标题:A Concise Enantioselective Synthesis Of A Key A-Ring Synthon For 1α-Hydroxyvitamin D3 Compounds
    作者:Hiyamizu,Hiroko; Et Al
    参考文献:Organic Letters 日期:2001 卷标:3(3) 页码:473-475]

    81506-25-4 + 4559-70-0 = 81522-68-1
    反应条件:1.1 1 H,22 °C1.2 Reagents: Sodium Hydride Solvents: Dimethylformamide; 2 H,-60 °C
    标题:Diphenylphosphine Oxide - First Update To Document Cited In Ca149:267100
    作者:Saunders,Jeffrey O.; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2007]

    4559-70-0 + 81506-24-3 = 81522-68-1
    反应条件:1.1 Reagents: Pyridine,Triphosgene Solvents: Hexane; 30 Min,0 °C; 30 Min,0 °C; 30 Min,Rt1.2 Reagents: Sodium Hydride Solvents: Dimethylformamide; 15 Min,10 °C; 30 Min,Rt; Rt -> -60 °C; 15 Min,-60 °C; 2 H,-60 °C; 1 H,Rt
    标题:Improved Preparation Of A-Ring Phosphine Oxides For The Synthesis Of Vitamin D Analogs
    作者:Daniewski,Andrzej R.; Et Al
    参考文献:Synthetic Communications 日期:2002 卷标:32(19) 页码:3031-3039]

    4559-70-0 + 81506-24-3 = 81522-68-1
    反应条件:1.1 Reagents: Triphosgene Solvents: Hexane1.2 Reagents: Triethylamine1.3 Reagents: Sodium Hydride Solvents: Dimethylformamide
    标题:Efficient Synthesis Of The A-Ring Phosphine Oxide Building Block Useful For 1α,25-Dihydroxy Vitamin D3 And Analogues
    作者:Daniewski,Andrzej R.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2002 卷标:67(5) 页码:1580-1587]

    127492-07-3 = 81522-68-1 [标题:Reaction Conditions
    标题:Asymmetric Total Synthesis Of An A-Ring Precursor To Hormonally Active 1α,25-Dihydroxyvitamin D3
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(13) 页码:3967-9]

    81506-25-4 + 4541-02-0 = 81522-68-1
    反应条件:1.1 Solvents: Tetrahydrofuran1.2 Reagents: Hydrogen Peroxide Solvents: Chloroform,Water
    标题:Synthesis Of Retiferol Rad1 And Rad2,The Lead Representatives Of A New Class Of Des-Cd Analogs Of Cholecalciferol
    作者:Kutner,A.; Et Al
    参考文献:Bioorganic Chemistry 日期:1995 卷标:23(1) 页码:22-32]

    81506-25-4 + 4541-02-0 = 81522-68-1
    反应条件:1.1 Solvents: Tetrahydrofuran1.2 Reagents: Dichloromethane,Hydrogen Peroxide
    标题:Stereocontrolled Total Synthesis Of 1α,25-Dihydroxycholecalciferol And 1α,25-Dihydroxyergocalciferol
    作者:Baggiolini,Enrico G.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1986 卷标:51(16) 页码:3098-108]

    81506-25-4 + 4541-02-0 = 81522-68-1 [标题:Reaction Conditions
    标题:Asymmetric Total Synthesis Of An A-Ring Precursor To Hormonally Active 1α,25-Dihydroxyvitamin D3
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(13) 页码:3967-9]

    129482-80-0 = 81522-68-1 [标题:Reaction Conditions
    标题:An Efficient Asymmetric Synthesis Of 1α,25-(Oh)2 Vitamin D3 A-Ring Synthon
    作者:Nagasawa,Kazuo; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1993 卷标:58(9) 页码:2523-9]

    = 81522-68-1 [标题:Reaction Conditions
    标题:A New And Efficient Asymmetric Synthesis Of An A-Ring Precursor To Physiologically Active 1α-Hydroxyvitamin D3 Steroids
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1992 卷标:57(26) 页码:7012-14]

    = 81522-68-1
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Toluene2.1 Catalysts: Trimethylbenzoic Acid Solvents: Dichloromethane3.1 -4.1 -5.1 -6.1 -
    标题:Asymmetric Total Synthesis Of An A-Ring Precursor To Hormonally Active 1α,25-Dihydroxyvitamin D3
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(13) 页码:3967-9]

    69739-34-0 = 81522-68-1
    反应条件:1.1 Reagents: 2,6-Lutidine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane2.1 -
    标题:A New And Efficient Asymmetric Synthesis Of An A-Ring Precursor To Physiologically Active 1α-Hydroxyvitamin D3 Steroids
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1992 卷标:57(26) 页码:7012-14]

    = 81522-68-1
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Acetonitrile2.1 -
    标题:An Efficient Asymmetric Synthesis Of 1α,25-(Oh)2 Vitamin D3 A-Ring Synthon
    作者:Nagasawa,Kazuo; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1993 卷标:58(9) 页码:2523-9]

    162131-89-7 = 81522-68-1
    反应条件:1.1 Reagents: Triethylamine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Acetonitrile2.1 -
    标题:An Efficient Route To A Key A-Ring Synthon For 1α,25-Dihydroxyvitamin D3 And Its Analogs
    作者:Hatakeyama,Susumi; Et Al
    参考文献:Tetrahedron 日期:1994 卷标:50(47) 页码:13369-76]

    69739-34-0 = 81522-68-1
    反应条件:1.1 Catalysts: Palladium,Bis(Acetonitrile)Dichloro-1.2 -2.1 -
    标题:Binaphthol-Titanium-Promoted,Highly Enantiocontrolled,Diels-Alder Cycloadditions Of Electronically Matched 2-Pyrones And Vinyl Ethers: Streamlined Asymmetric Synthesis Of An A-Ring Precursor To Physiologically Active 1α-Hydroxyvitamin D3 Steroids
    作者:Posner,Gary H.; Et Al
    参考文献:Tetrahedron Letters 日期:1994 卷标:35(41) 页码:7541-4]

    81506-23-2 = 81522-68-1
    反应条件:1.1 Reagents: Fluorenone Solvents: Tert-Butyl Methyl Ether2.1 Reagents: Diisobutylaluminum Hydride Solvents: Toluene3.1 Reagents: Dimethyl Sulfide,Chlorosuccinimide Solvents: Dichloromethane4.1 Solvents: Tetrahydrofuran4.2 Reagents: Dichloromethane,Hydrogen Peroxide
    标题:Stereocontrolled Total Synthesis Of 1α,25-Dihydroxycholecalciferol And 1α,25-Dihydroxyergocalciferol
    作者:Baggiolini,Enrico G.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1986 卷标:51(16) 页码:3098-108]

    81506-23-2 = 81522-68-1 [标题:Reaction Conditions
    标题:Asymmetric Total Synthesis Of An A-Ring Precursor To Hormonally Active 1α,25-Dihydroxyvitamin D3
    作者:Posner,Gary H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(13) 页码:3967-9]

    81506-24-3 = 81522-68-1
    反应条件:1.1 Reagents: Dimethyl Sulfide,Chlorosuccinimide Solvents: Dichloromethane2.1 Solvents: Tetrahydrofuran2.2 Reagents: Hydrogen Peroxide Solvents: Chloroform,Water
    标题:Synthesis Of Retiferol Rad1 And Rad2,The Lead Representatives Of A New Class Of Des-Cd Analogs Of Cholecalciferol
    作者:Kutner,A.; Et Al
    参考文献:Bioorganic Chemistry 日期:1995 卷标:23(1) 页码:22-32
[3S-(1Z,3α,5β)]-2-[3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-2-Methylenecyclohexylidene]Ethanol置于2,6-二甲基吡啶,正丁基锂,双氧水,Lithium Chloride体系中,用 四氢呋喃,正己烷,氯仿,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 2.77H,反应生成 [3S-(1Z,3A,5B)]-[2-[3,5-二[(叔丁基)二甲基硅氧基]-2-亚甲基环己亚基]乙基]二苯基氧化膦
参考文献:固相中维生素 D3 文库的平行合成
标题:固相中维生素 D3 文库的平行合成
摘要:描述了在固体支持物上高效合成维生素 D(3) 系统.开发了两种用于固相合成维生素 D(3) 的合成策略.一种用于 11-羟基类似物,另一种用于大多数其他合成类似物.在后一种策略中,磺酸盐连接的 Cd 环 58 最初固定在 Ps-Des 树脂上,得到固体负载的 Cd 环 63(方案 10).类似地,通过将 Cd 环 10 连接到氯磺酸树脂 64 上来制备固体负载的 Cd 环 63.维生素 D(3) 系统是通过 A 环氧化膦的 Horner-Wadsworth-Emmons 反应合成的固体支持的 Cd 环,然后同时引入侧链并用 Cu(I) 催化的格氏试剂从树脂上裂解.维生素 D(3) 类似物的并行合成是通过使用射频编码组合化学的拆分和池方法以及用于侧链多样化和脱保护的手动并行合成器来完成的.此外,我们展示了在类似的协议中合成各种 A 环,以有效地制备积木.
DOI:10.1021/ja003976K

海关参考信息

专利信息


专利号:US-7615169-B2
优先权日:2004-09-20
标题 :Method for synthesis of colloidal nanoparticles
发明人：STROUSE GEOFFREY FIELDING; GERBEC JEFFREY A; MAGANA DONNY
权利人:UNIV CALIFORNIA
摘要:A method for synthesis of high quality colloidal nanoparticles using comprises a high heating rate process. Irradiation of single mode, high power, microwave is a particularly well suited technique to realize high quality semiconductor nanoparticles. The use of microwave radiation effectively automates the synthesis, and more importantly, permits the use of a continuous flow microwave reactor for commercial preparation of the high quality colloidal nanoparticles.

专利号:US-7927516-B2
优先权日:2004-09-20
标题 :Method for synthesis of colloidal nanoparticles
发明人：STROUSE GEOFFREY F; GERBEC JEFFREY A; MAGANA DONNY
权利人:UNIV CALIFORNIA
摘要:A method for synthesis of high quality colloidal nanoparticles using comprises a high heating rate process. Irradiation of single mode, high power, microwave is a particularly well suited technique to realize high quality semiconductor nanoparticles. The use of microwave radiation effectively automates the synthesis, and more importantly, permits the use of a continuous flow microwave reactor for commercial preparation of the high quality colloidal nanoparticles.

专利号:US-6512081-B1
优先权日:1997-07-21
标题:Synthesis of dithioester chain transfer agents and use of bis(thioacyl) disulfides or dithioesters as chain transfer agents
发明人：RIZZARDO ENZIO; THANG SAN HOA; MOAD GRAEME
权利人:E I DUPONT NEMOURS AND COMPANY; COMMW SCIENT IND RES ORG
摘要:This invention relates to the synthesis of dithiocarboxylic acid esters by reaction of bis(thioacyl) disulphides, thioacetals or vinylidane bis(thioether) with free-radicals (optionally in the presence of monomers). The invention also relates to processes for the synthesis of polymers utilising these dithioesters as polymerisation regulators (chain transfer agents) or to the use of bis(thioacyl) disulphides to generate dithioester chain transfer agents in situ.

专利号:US-5359016-A
优先权日:1993-03-29
标 题 :Process for the synthesis of styrene-isoprene rubber
发明人：HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A
权利人:GOODYEAR TIRE & RUBBER
摘要:The subject invention relates to a technique for synthesizing rubbery copolymers of styrene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. By utilizing these styrene-isoprene rubbers in tire treads, tires having improved wet skid resistance can be built without sacrificing rolling resistance or tread wear characteristics. This invention more specifically discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyl tetrahydrofurfuryl ether modifier, wherein the molar ratio of the modifier to the lithitium initiator is within the range of 2:1 to 40:1. The subject invention further discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) 2,2-ditetrahydrofurylpropane as a modifier, wherein the molar ratio of the modifier to the lithium initiator is within the range of 1:1 to 40:1.

专利号:US-11370736-B2
优先权日:2019-04-01
标 题:Synthesis of fluoro hemiacetals via transition metal-catalyzed fluoro ester and carboxamide hydrogenation
发明人：DUB PAVEL A; BATRICE RAMI J; GORDON JOHN C
权利人:TRIAD NAT SECURITY LLC
摘要:This application is directed to use of transition metal-ligand complexes to hydrogenate fluorinated esters and carboxamides into fluorinated hemiacetals. Methods for synthesis of certain ligands are also provided.

专利号:US-5336739-A
优先权日:1992-04-06
标题:Alkyl tetrahydrofurfuryl ethers as anionic polymerization modifier in the synthesis of rubbery polymer
发明人：HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A
权利人:GOODYEAR TIRE & RUBBER
摘要:It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) a modifier which is an alkyltetrahydrofurfuryl ether selected from the group consisting of ethyltetrahydrofurfuryl ether, propyltetrahydrofurfuryl ether, and butyltetrahydrofurfuryl ether. In the practice of this invention, the utilization of ethyltetrahydrofurfuryl ether is highly preferred since its use results in faster polymerization rates and higher vinyl contents in the resultant polymer.

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主要参考文献

参考标题:Design And Efficient Synthesis Of Novel Vitamin D Analogues Bearing An Aniline Moiety In Their Side Chains
作者:Antonio Obelleiro,Uxía Gómez-Bouzó,Generosa Gómez,Yagamare Fall,Hugo Santalla |发布日期:2020.11
摘要:Six Novel Vitamin D Analogues Bearing An Aniline Moiety In Their Side Chains Were Designed And Synthesized Using A Convergent Route. The Cd Ring Fragments Were Prepared From Inhoffen-Lythgoe Diol In Five- Or Six-Steps With High Yields. Secondary Amines Were Obtained Via A One-Pot, Two-Step Transformation With Excellent Yields.

合成参考文献


参考文献:10.1055/a-1371-4391
摘要:Cai Q, Si X, Zhang Z. Asymmetric Inverse-Electron-Demand Diels–Alder Reactions of 2-Pyrones by Lewis Acid Catalysis. Synlett. 2021 Feb 17;32(10):947–54. doi: 10.1055/a-1371-4391.
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