CAS: 17257-71-5; (S)-(-)-Alpha-Methoxy-Alpha-(Trifluoromethyl)Phenylacetic Acid

该化合物是一种人工氟化碳盒状酸衍生物,在合成有机化学和制药研究方面具有重大效用,其立体化学定义(S)组和三氟甲基组增强了其作为不对称合成和生物活性化合物开发的多功能构件的作用.甲基氧和苯基替代物有助于其稳定性和反应性,使其对建设复杂的分子结构具有价值.该化合物对于制药的氟化类似物的制作特别有用,其三氟甲基组可以在其中改进代谢稳定性和结合性.其高纯度和定义明确的立体化学确保研究应用的再生性.

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CAS号434-45-7 α,α,α-三氟苯乙酮 | CAS号220956-00-3 (E)-1,1,1-trifl... | CAS号1044204-03-6 (S,R)-4-phenyl-... | CAS号29246-94-4 (S)-3,3,3-trifl... | CAS号20445-31-2 (R)-(+)-α-甲氧基-α... | CAS号20445-33-4 (S)-(+)-α-甲氧基-α... | CAS号4128-37-4 1,3-二异丙基脲 | CAS号1160843-06-0 (S)-((R)-4-phen...

合成工艺路线路线简述

    📜(-)-Methyl Mosher Ester置于硫酸体系中,化学反应生成(S)-(-)-α-甲氧基-α-(三氟甲基)苯乙酸
    参考文献:Optical Rotatory Dispersion Studies. Cxvii. Absolute Configurational Assignments Of Some .Alpha.-Substituted Phenylacetic Acids By Circular Dichroism Measurements
    标题:Optical Rotatory Dispersion Studies. Cxvii. Absolute Configurational Assignments Of Some .Alpha.-Substituted Phenylacetic Acids By Circular Dichroism Measurements
    摘要:
    Doi:10.1021/ja00707A024

    海关参考信息

    专利信息


    专利号:US-4287123-A
    优先权日:1980-01-14
    标题 :Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate
    发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
    权利人:MERCK & CO INC
    摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R is a readily removable carboxyl protecting group; and is a readily removable acyl group.

    专利号:US-4282148-A
    优先权日:1980-01-14
    标 题:Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid
    发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
    权利人:MERCK & CO INC
    摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.

    专利号:US-4000197-A
    优先权日:1973-07-23
    标 题 :Asymmetric synthesis of phenylisopropylamines
    发明人:BARFKNECHT CHARLES F; NICHOLS DAVID E
    权利人:UNIV IOWA RES FOUND
    摘要:The synthesis of enantiomers of a series of methoxy- and alkyl- substituted phenylisopropylamines is described. The synthesis comprises reducing the imines, formed by the reaction of appropriate phenylacetones with either (+)- or (-)-α-methylbenzylamine, by low-pressure reduction techniques, and subsequently subjecting the optically active N-(α-phenethyl)phenylisopropylamine derivative to hydrogenolysis. The hydrogenolysis products are characterized by enantiomeric purities in the range of 96 - 99%. Yields of products are approximately 60%.

    专利号:US-8153361-B1
    优先权日:2006-02-06
    标题:Dynamic and combinatorial synthesis of polymerase primers
    发明人:BENNER STEVEN ALBERT
    权利人:BENNER STEVEN ALBERT
    摘要:This invention relates to the field of nucleic acid chemistry, more specifically to compositions of matter that are nucleic acid analogs, and processes that use them. Still more specifically, these compositions comprise two fragments of DNA-like molecules, each having one or more ends modified to carry a reactive group, where the reactive group on one fragment can form a transient covalent bond with the reactive group on the other under conditions of dynamic equilibrium to form a composite, where the composite can then bind to a target oligonucleotide, such as a DNA or RNA molecule. Most specifically, once the transient covalent bond forms, the composite serves as a primer for a template-directed polymerization using a DNA polymerase, an RNA polymerase, or a reverse transcriptase. Once incorporated, the epimerization causes the base pair to be destabilized, the duplex containing the epimerized nucleoside to likewise be destabilized, and the double strand to then disassociate. This leaves the template available to template the synthesis of another complementary oligonucleotide containing the epimerizing base.

    专利号:US-4349687-A
    优先权日:1980-01-14
    标 题:Intermediate for synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
    发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
    权利人:MERCK & CO INC
    摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: II IIa wherein R is a readily removable carboxyl protecting group.

    专利号:US-4473502-A
    优先权日:1981-04-08
    标题 :Synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
    发明人:LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
    权利人:MERCK & CO INC
    摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: wherein R is a readily removable carboxyl protecting group.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Barry J Everitt, Et Al. Neural Systems Of Reinforcement For Drug Addiction: From Actions To Habits To Compulsion. Nat Neurosci. 2005 Nov;8(11):1481-9.
    [参考文献]: Bin Sui, Et Al. Assignment Of The Structure Of Petrocortyne A By Mixture Syntheses Of Four Candidate Stereoisomers. J Org Chem. 2010 May 7;75(9):2942-54.
    [参考文献]: D B Matthews, Et Al. Bioanalysis Of P-Trifluoromethylmandelic Acid And Mosher'S Acid By Chiral Gas Chromatography And Fluorine Nuclear Magnetic Resonance To Study Chiral Inversion: Application To Rat Urine Samples. J Chromatogr B Biomed Sci Appl. 1997 Aug 1;695(2):279-85.
    [参考文献]: Giancarlo Cravotto, Et Al. New Chiral Selectors: Design And Synthesis Of 6-Tbdms-2,3-Methyl Beta-Cyclodextrin 2-2' Thioureido Dimer And 6-Tbdms-2,3-Methyl (Or 2-Methyl-3-Acetyl) Beta-Cyclodextrin Bearing An (R) Mosher Acid Moiety. Chirality. 2004 Oct;16(8):526-33.
    [参考文献]: J Martín Torres-Valencia, Et Al. Stereochemical Assignment Of Naturally Occurring 2,3-Epoxy-2-Methylbutanoate Esters. Phytochem Anal. 2002 Nov-Dec;13(6):329-32.

    合成参考文献


    摘要:de Figueiredo, R. M., Science of Synthesis: Knowledge Updates, (2024) 2, 287.
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