CAS: 826-34-6; Cis-Dimethyl Cyclopropane-1,2-Dicarboxylate

该化合物是一种有机化合物,其特点是独特的环丙烷结构,具有三环碳环.该化合物包含两个碳箱酸酯酯的功能组,有助于其反应性和溶性.1R,2S)注解中显示该化合物有两个手性中心,可导致潜在的光学活动.通常,在有机合成中使用这种化合物,并可作为生产更复杂的分子的中间体.二甲基(1R,2S)-环丙烷-1,2-环丙烷--1-二卡方正叶酸酯一般是一种无色液体,有香味,在有机溶剂中可溶解.其再活性可归因于可经受各种化学变异作用的环,包括环开反应.在处理时,应参考安全数据,与所有化学物质一样,以确保在使用期间采取适当的防范措施.

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826-35-7 52920-02-2 13279-88-4

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合成工艺路线路线简述

  • 869-09-0 = 826-34-6
    反应条件:1.1 Catalysts: Ethanol
    标题:Electrochemical Reductive Cyclization Of Dimethyl Dibromoalkanedioates
    作者:Satoh,Shohei; Et Al
    参考文献:Hokkaido Daigaku Kogakubu Kenkyu Hokoku 日期:1980 卷标:(102) 页码:33-43]

    31448-67-6 = 826-34-6 + 826-35-7
    反应条件:1.1 Solvents: Acetonitrile1.2 Solvents: Pentane,Hexane
    标题:Stereoselective 1,3-Debromination Reactions
    作者:Liu,Yingchun; Et Al
    参考文献:Canadian Journal Of Chemistry 日期:1993 卷标:71(2) 页码:258-62]

    624-48-6 + 74-95-3 = 826-34-6 + 826-35-7
    反应条件:1.1 Catalysts: Triphenylphosphine (Nickel Complex),Nickel (Complexes) Solvents: Acetonitrile
    标题:Indirect Electrochemical Activation Of Gem-Dihalo Compounds - Synthetic Applications
    作者:Leonel,Eric; Et Al
    参考文献:Proceedings - Electrochemical Society 日期:2001 卷标:2001 页码:2001-14]

    = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Methanol,Toluene
    标题:Cyclopropanediamines. 3. Pure Diastereomers Of 1,2-Cyclopropanedicarboxylic Acids And Derivatives
    作者:Von Der Saal,Wolfgang; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1989 卷标:(8) 页码:703-12]

    = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Sodium Hydride
    标题:The Synthesis And Cycloaddition Reactions Of 3-Azabicyclo[3.1.0]Hex-2-Ene 3-Oxide And 3-Azabicyclo[3.2.0]Hept-2-Ene 3-Oxide. Highly Strained Bicyclic Nitrones
    作者:Tufariello,Joseph J.; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(3) 页码:267-70]

    30630-38-7 = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Acetic Acid,Ammonium Acetate
    标题:Stereochemistry Of Electroreduction Of Bromocyclopropanes. Iv. New Example Of The Relation Between Stereoselectivity And The Composition Of The Supporting Electrolyte
    作者:Hazard,R.; Et Al
    参考文献:Bulletin Des Societes Chimiques Belges 日期:1985 卷标:94(3) 页码:199-204]

    878-14-8 = 826-34-6 + 31420-47-0
    反应条件:1.1 Reagents: Water1.2 Reagents: Thionyl Chloride2.1 0.5 H,Heated
    标题:Studies And Potential Synthesis Of Muscarinic Agents
    作者:Garst,John E.
    参考文献:1974]

    75-18-3 = 826-34-6 + 28363-79-3 + 624-49-7 + 14661-79-1
    反应条件:1.1 Solvents: Acetone2.1 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water3.1 Solvents: Dichloromethane
    标题:Cyclopropanediamines. 3. Pure Diastereomers Of 1,2-Cyclopropanedicarboxylic Acids And Derivatives
    作者:Von Der Saal,Wolfgang; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1989 卷标:(8) 页码:703-12]

    5617-74-3 = 826-34-6
    反应条件:1.1 Reagents: Sulfuric Acid Solvents: Methanol1.2 Solvents: Water1.3 Solvents: Dichloromethane
    标题:Enantioselective Synthetic Approaches To Cyclopropane And Cyclobutane β-Amino Acids: Synthesis And Structural Study Of A Conformationally Constrained β-Dipeptide
    作者:Martin-Vila,Marta; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2000 卷标:11(17) 页码:3569-3584]

    110-94-1 = 826-34-6
    反应条件:1.1 Reagents: Thionyl Chloride,Bromine,Phosphorus Tribromide2.1 Catalysts: Ethanol
    标题:Electrochemical Reductive Cyclization Of Dimethyl Dibromoalkanedioates
    作者:Satoh,Shohei; Et Al
    参考文献:Hokkaido Daigaku Kogakubu Kenkyu Hokoku 日期:1980 卷标:(102) 页码:33-43]

    5617-74-3 = 826-34-6 + 31420-47-0
    反应条件:1.1 0.5 H,Heated
    标题:Studies And Potential Synthesis Of Muscarinic Agents
    作者:Garst,John E.
    参考文献:1974]

    = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Toluene
    标题:Secondary Deuterium Kinetic Isotope Effects At The Termini Of Cis-1,2-Divinylcyclopropane And Cis-1,2-Divinylcyclobutane In Their 3,3-Sigmatropic Shifts: Evidence For Different Transition-State Structures
    作者:Gajewski,Joseph J.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(2) 页码:674-9]

    30630-39-8 = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Acetic Acid,Sodium Acetate,Tetrabutylammonium Tetrafluoroborate
    标题:Stereochemistry Of Electroreduction Of Bromocyclopropanes. Iv. New Example Of The Relation Between Stereoselectivity And The Composition Of The Supporting Electrolyte
    作者:Hazard,R.; Et Al
    参考文献:Bulletin Des Societes Chimiques Belges 日期:1985 卷标:94(3) 页码:199-204]

    98034-52-7 = 826-34-6 + 826-35-7
    反应条件:1.1 -2.1 Reagents: Acetic Acid,Sodium Acetate,Tetrabutylammonium Tetrafluoroborate
    标题:Stereochemistry Of Electroreduction Of Bromocyclopropanes. Iv. New Example Of The Relation Between Stereoselectivity And The Composition Of The Supporting Electrolyte
    作者:Hazard,R.; Et Al
    参考文献:Bulletin Des Societes Chimiques Belges 日期:1985 卷标:94(3) 页码:199-204]

    53229-58-6 = 826-34-6 + 31420-47-0
    反应条件:1.1 Reagents: Thionyl Chloride; 4 H,Rt2.1 0.5 H,Heated
    标题:Studies And Potential Synthesis Of Muscarinic Agents
    作者:Garst,John E.
    参考文献:1974]

    869-09-0 = 826-34-6 + 826-35-7
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide2.1 Reagents: Acetic Acid,Sodium Acetate,Tetrabutylammonium Tetrafluoroborate
    标题:Stereochemistry Of Electroreduction Of Bromocyclopropanes. Iv. New Example Of The Relation Between Stereoselectivity And The Composition Of The Supporting Electrolyte
    作者:Hazard,R.; Et Al
    参考文献:Bulletin Des Societes Chimiques Belges 日期:1985 卷标:94(3) 页码:199-204]

    18915-90-7 = 826-34-6 + 28363-79-3 + 624-49-7 + 14661-79-1
    反应条件:1.1 Solvents: Dichloromethane
    标题:Cyclopropanediamines. 3. Pure Diastereomers Of 1,2-Cyclopropanedicarboxylic Acids And Derivatives
    作者:Von Der Saal,Wolfgang; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1989 卷标:(8) 页码:703-12]

    19643-31-3 = 826-34-6 + 28363-79-3 + 624-49-7 + 14661-79-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water2.1 Solvents: Dichloromethane
    标题:Cyclopropanediamines. 3. Pure Diastereomers Of 1,2-Cyclopropanedicarboxylic Acids And Derivatives
    作者:Von Der Saal,Wolfgang; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1989 卷标:(8) 页码:703-12
📜环丙烷-1,2-二羧酸二乙酯 以 甲醇,乙醚 作为反应溶剂,化学反应生成 顺-1,2-环丙烷二羧酸二甲酯
参考文献:猪肝酯酶立体对称水解二酯的研究
标题:猪肝酯酶立体对称水解二酯的研究
摘要:猪肝esterase-(ple)的对称的二羧酸,其中包括二甲基酯的催化水解内消旋-Diacids,顺式-1,2-环烷烃酸,并用前手性中心二酸,用14个基板研究.这些立体选择性水解的产物是二元羧酸的手性单酯,对映体过量(ee)为10%至100%.这些光学活性单酯中的一些是天然产物合成中有价值的合成子.
DOI:10.1002/hlca.19830660815

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合成参考文献


摘要:Bertau, M.; Jeromin, G. E., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 151.
摘要:Bertau, M.; Jeromin, G. E., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 182.
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