CAS: 22148-86-3; (S)-(+)-4-Phenylbutan-2-Ol

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3-phenyl-propionaldehyde dimethyl zinc(II) ethanol 4-Phenylbut-1-ene 1-phenyl-3-butanol (R)-4-phenylbutan-2-yl-2-phenoxyacetate

合成工艺路线路线简述

    1-甲基-3-苯基丙胺置于potassium Tert-Butylate,苯甲酸铵体系中,用 四氢呋喃 用作溶剂,化学反应 52.0H,反应生成(S)-(+)-4-苯基-2-丁醇
    参考文献:N,N-Dimesylimides And N,N-Dinosylimides As New Leaving Groups For The Stereoselective Nucleophilic Substitution Of Amines
    标题:N,N-Dimesylimides And N,N-Dinosylimides As New Leaving Groups For The Stereoselective Nucleophilic Substitution Of Amines
    摘要:The Enantiospecific Transformation Of The Optically Active Amines 1 And 2 Via The Nucleophilic Substitution Of The N,N-Dimesylimides (1Ms,2Ms) And The N,N-Dinosylimides (1Ns,2Ns) To The Corresponding Alcohols 3 And 4 Is Reported. Different Oxygen Nucleophiles Were Used And The Alcohol Products Were Enriched With 74-95% Of The Enantiomer Formed By Inversion Of Configuration. (C) 1997 Elsevier Science Ltd.
    Doi:10.1016/s0957-4166(97)00229-2

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    专利信息


    专利号:EP-4092127-A1
    优先权日:2021-05-18
    标题:Enzyme-catalytic method for the direct stereoselective synthesis of gamma-(acyloxy) carboxylic acids
    发明人:PARVE JAAN; KUDRJASHOVA MARINA; GATHERGOOD NICHOLAS; PARVE OMAR
    权利人:TALLINN UNIV OF TECHNOLOGY
    摘要:The present invention is a method for the stereoselective straightforward synthesis of gamma-acyloxy carboxylic acids of novel structure starting from racemic gamma-hydroxy carboxylic acid salts that are obtained by alkaline hydrolysis of the racemic gamma-lactones. The salt is acylated by enzyme catalysis in an organic solvent containing an acyl donor and an immobilised lipase, on stirring at room temperature (ca 20 °C) until reaching the conversion rate required. After that, the reaction mixture is acidified and extracted and the product treated with catalytic amount of para-toluenesulfonic acid in toluene during the time required for the relactonisation of the unreacted salt enantiomer. Thereafter, the target gamma-acyloxy carboxylic acid formed from one enantiomer of the starting compound and relactonised gamma-lactone formed from the other, unreacted enantiomer of the starting compound are isolated using a routine separation method, such as distillation, extraction with NaHCO3 water solution followed by acidification or column chromatography.

    专利号:US-8716507-B2
    优先权日:2008-10-31
    标题 :Iron(II) catalysts containing diimino-diphosphine tetradentate ligands and their synthesis
    发明人:MIKHAILINE ALEXANDRE; FREUTEL FRIEDERIKE; SUI-SENG CHRISTINE; MEYER NILS; MORRIS ROBERT H; LAGADITIS PARASKEVI OLYMPIA
    权利人:MIKHAILINE ALEXANDRE; FREUTEL FRIEDERIKE; SUI-SENG CHRISTINE; MEYER NILS; MORRIS ROBERT H; LAGADITIS PARASKEVI OLYMPIA; GOVERNING COUNCIL OF UNIVERSITY OF TORONTO
    摘要:New hexa-coordinate iron (II) complexes comprising compounds of formula (I) are described. These compounds comprise a tetradentate ligand with donor atoms comprising nitrogen and phosphorus. These complexes are shown for the first time to be useful catalysts for the hydrogenation of ketones, aldehydes, or imines to produce alcohols or amines, and the asymmetric hydrogenation of prochiral ketones or imines to produce non-racemic alcohols or amines. The source of the hydrogen can be hydrogen gas or a hydrogen-donating molecule such as isopropanol or hydrogen-donating mixture such as formic acid and an amine depending on the structure of the catalyst. In certain embodiments, the axial ligands on the catalyst comprise organonitrile ligands, carbonyl ligands, isonitrile ligands, or combinations thereof. The catalysts and the preparation thereof are disclosed. A reaction using phosphine and diamine precursors that is templated by the iron ion is the preferred route to the catalysts.

    专利号:US-7750135-B2
    优先权日:2006-07-28
    标题:Molecular design of thermostable alcohol dehydrogenase for synthesis for chiral aromatic alcohols
    发明人:ZEIKUS J GREGORY; ZIEGELMANN-FJELD KARLA I; VIEILLE CLAIRE
    权利人:UNIV MICHIGAN STATE
    摘要:The present invention relates to compositions and methods utilizing thermostable and novel alcohol dehydrogenase enzymes for biosynthesizing chiral specific molecules for use as precursor molecules in synthesizing pharmaceutical compounds. Particularly, in preferred embodiments, the invention relates to directed engineering of an enzymatic catalytic site of an alcohol dehydrogenase enzyme gene for enhancing enantioselectivity for (S)-enantiomer substrate catalytic activity for providing aryl (S)-enantiomer products in stereomeric excess.

    专利号:GB-2595261-A
    优先权日:2020-05-19
    标题:Enzyme-catalytic method for the direct stereoselective synthesis of gamma-(acetyloxy) carboxylic acids

    专利号:US-2008220487-A1
    优先权日:2006-07-28
    标题:Molecular design of thermostable alcohol dehydrogenase for synthesis for chiral aromatic alcohols

    专利号:WO-2008013949-A2
    优先权日:2006-07-28
    标 题:Molecular design of thermostable alcohol dehydrogenase for synthesis for chiral aromatic alcohols
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    合成参考文献


    摘要:Vandamme, M.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2016) 1, 406.
    摘要:Margaretha, P., Science of Synthesis Knowledge Updates, (2014) 2, 431.
    摘要:Zaidlewicz, M.; Pakulski, M. M., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 85.
    摘要:Zaidlewicz, M.; Pakulski, M. M., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 65.
    摘要:Goldfuss, B., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 1, 429.
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