CAS: 869468-32-6; (S)-Cbz-3-Amino-3-Phenylpropan-1-Ol

该化合物是属于氨基甲酸的一种化学化合物,该物质具有与苯基甲基酯相联系的碳酸酸混合物,有助于其潜在的生物活动;一个氢氧基和一个苯基组在其结构中的存在表明,该化合物可能具有氢联结能力,影响其溶解性和再活性;通常,这种性质化合物的药理特性,包括药用化学的潜在应用,可以受到调查. (R)配置显示的立体化学学表明,它可以影响化合物与生物目标的相互作用.此外,该化合物的稳定性,再活性和潜在毒性是任何实际应用或研究中的重要考虑因素.

结构式图片

上下游产品

(+)-(1'S,2'S,3S)-3-(benzyloxycarbonyl)amino-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylpropanamide dibenzyl dicarbonate Cinnamoyl chloride E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylprop-2-enamide(S)-3-amino-3-phenylpropanol 4,4-difluoro-N-[(1S)-3-[(1R,5S)-3-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]°Ctan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide

合成工艺路线路线简述

  • 合成目标产物 N-[(1S)-3-Hydroxy-1-Phenylpropyl]Carbamic Acid Benzyl Ester 主要起始原料 (S)-N-Z-3-Amino 3-Phenylpropionic Acid
  • 14441-08-8 = 869468-32-6
    反应条件:1.1 Reagents: (T-4)-Trihydro(Tetrahydrofuran)Boron Solvents: Tetrahydrofuran; 0 °C; 1 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Acetone,Water; Rt
    标题:Structure-Based Design And Development Of Chemical Probes Targeting Putative Mor-Ccr5 Heterodimers To Inhibit Opioid Exacerbated Hiv-1 Infectivity
    作者:Huang,Boshi; Wang,Huiqun; Zheng,Yi; Li,Mengchu; Kang,Guifeng; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2021 卷标:64(11) 页码:7702-7723]

    869468-28-0 = 869468-32-6
    反应条件:1.1 Reagents: Borate(1-),Amidotrihydro-,Lithium,(T-4)- Solvents: Tetrahydrofuran; 0 °C
    标题:A General And Enantiodivergent Method For The Asymmetric Synthesis Of Piperidine Alkaloids: Concise Synthesis Of (R)-Pipecoline,(S)-Coniine And Other 2-Alkylpiperidines
    作者:Etxebarria,Juan; Vicario,Jose L.; Badia,Dolores; Carrillo,Luisa
    参考文献:Tetrahedron 日期:2007 卷标:63(46) 页码:11421-11428]

    869468-28-0 = 869468-32-6
    反应条件:1.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 15 Min,-78 °C1.2 Reagents: Ammonia Borane; 15 Min,0 °C; 15 Min,Rt1.3 Solvents: Tetrahydrofuran; 2 H,0 °C1.4 Reagents: Hydrochloric Acid Solvents: Water
    标题:(S,S)-(+)-Pseudoephedrine As Chiral Auxiliary In Asymmetric Aza-Michael Reactions. Unexpected Selectivity Change When Manipulating The Structure Of The Auxiliary
    作者:Etxebarria,Juan; Vicario,Jose L.; Badia,Dolores; Carrillo,Luisa; Ruiz,Nerea
    参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(22) 页码:8790-8800]

    1202160-37-9 = 869468-32-6
    反应条件:1.1 Reagents: Water Solvents: Acetonitrile; 75 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Highly Efficient,Enantioselective Syntheses Of (S)-(+)- And (R)-(-)-Dapoxetine Starting With 3-Phenyl-1-Propanol
    作者:Kang,Soyeong; Lee,Hyeon-Kyu
    参考文献:Journal Of Organic Chemistry 日期:2010 卷标:75(1) 页码:237-240]

    1612794-16-7 = 869468-32-6
    反应条件:1.1 Reagents: Sodium Periodate Catalysts: Osmium Tetroxide Solvents: Diethyl Ether,Water; 16 H,Rt1.2 Reagents: Sodium Borohydride Solvents: Methanol; 0 °C1.3 Reagents: Ammonium Chloride Solvents: Water
    标题:Syntheses Of A Flobufen Metabolite And Dapoxetine Based On Enantioselective Allylation Of Aromatic Aldehydes
    作者:Hessler,Filip; Korotvicka,Ales; Necas,David; Valterova,Irena; Kotora,Martin
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(12) 页码:2543-2548
📜(S)-1-苯基-3-丁烯-1-醇置于sodium Tetrahydroborate,Sodium Periodate,四氧化锇,Sodium Hydride,Sodium Carbonate体系中,用 四氢呋喃,甲醇,乙醚,正庚烷,重水,N,N-二甲基甲酰胺,Mineral Oil 作为反应溶剂,化学反应 48.0H,反应生成 (S)-N-苄氧羰基-3-氨基-3-苯基丙-1-醇
参考文献:基于芳香醛的对映选择性烯丙基化合成氟布芬代谢物和达泊西汀
标题:基于芳香醛的对映选择性烯丙基化合成氟布芬代谢物和达泊西汀
摘要:芳醛对映选择性烯丙基化得到手性高烯丙醇被用作氟布芬代谢物和达泊西汀合成的关键步骤.在前一种情况下,高烯丙醇部分 (99% Ee) 转化为五元内酯环,光学纯度保持非常好,目标化合物氟布芬代谢物以 95% Ee 获得.在后一种情况下,高烯丙醇部分 (97% Ee) 经过几个步骤转化为 3-氨基丙醇部分.在合成过程中,观测到光学纯度逐渐降低,目标化合物达泊西汀以 85% Ee 获得.
DOI:10.1002/ejoc.201301899

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:A General And Enantiodivergent Method For The Asymmetric Synthesis Of Piperidine Alkaloids: Concise Synthesis Of (R)-Pipecoline, (S)-Coniine And Other 2-Alkylpiperidines
作者:Juan Etxebarria,Jose L. Vicario,Dolores Badía,Luisa Carrillo |发布日期:2007.11
摘要:A Simple And Very Efficient Protocol For The Preparation Of Highly Enantioenriched 2-Alkylpiperidines Has Been Set Up, Which Allows The Preparation Of The Final Heterocycles With Any Wanted Configuration At The Stereogenic Center Starting From The Same Starting Material. The Key Step Of The Synthesis Relies On A Diastereodivergent Aza-Michael Reaction Protocol Using The Readily Available And Cheap

合成参考文献

合成方法参考DOI号:10.1016/j.tet.2007.08.067
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