CAS: 105780-38-9; (S)-2-((4-(2-Methoxyethyl)Phenoxy)Methyl)Oxirane

该化合物是一种具有不同立体异构体特性的手性环氧化合物,它具有高度纯度和极佳的活性,适合各种化学反应.它独特的结构特征加强了对反应路径的控制,使其成为有机合成中有价值的中间体.该化合物的选择性性能有助于提高药物应用的产量和纯度.

结构式图片

MSDS等安全信息

    上下游产品

    2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane 4-(2-methoxyethyl)phenol (2s)-(+)-glycidyl 3-nitrobenzenesulfonate (S)-Glycidyl tosylate S-(-)-metoprolol 4-{2-hydroxy-3-[4-(2-methoxy-ethyl)-phenoxy]-propylamino}-piperidine-1-carboxylic acid tert-butyl ester (2R)-metoprolol (-)-Metoprolol hydr°Chloride

    合成工艺路线路线简述

      📜4-(2-甲氧基乙基)苯酚置于原乙酸三甲酯,Potassium Osmate(Vi) Dihydrate,4-甲基苯磺酸吡啶,Potassium Carbonate,Potassium Hexacyanoferrate(III)体系中,用 二氯甲烷,水,丙酮,叔丁醇 用作溶剂,化学反应 19.83H,反应生成(+)-4-(2-甲氧基乙基)苯基缩水甘油醚
      参考文献:可回收聚合物配体qn-Aqnopeg-Ome诱导的无尖锐不对称二羟基化反应不对称合成(S)-美托洛尔
      标题:可回收聚合物配体qn-Aqnopeg-Ome诱导的无尖锐不对称二羟基化反应不对称合成(S)-美托洛尔
      摘要:Sharpless是2001年诺贝尔奖获得者,他发现的催化不对称二羟基化反应(ad)已迅速成为一种非常有价值的合成工具,可以将前手性烯烃转化为手性邻位二醇.在我们对基于ad反应生产立体定义的二醇的优化方法进行长期研究之后,报告了一种通过ad反应合成(S)-美托洛尔的高效环保方法.合成途径以亲核取代,Ad反应,环化和亲核开环的四步反应进行.关键步骤ad反应通过使用可溶性聚合物手性配体qn-Aqn-Opeg-Ome在均相催化中有效进行,可以很容易地从反应体系中分离出来,并至少重复使用四次,同时保持其高催化活性和对映选择性.已证明该方案可大规模生产千克数量的(S)-美托洛尔.
      Doi:10.2174/157017812802139645

      海关参考信息

      专利信息


      专利号:US-5190867-A
      优先权日:1986-05-08
      标题:Process for the preparation of R-2,2-R1,R2 -1,3-dioxolane-4-methanol
      发明人:BERTOLA MAURO A; MARX ARTHUR F; KOGER HEIN S; CLAASSEN VOLKERT P; PHILLIPS GARETH T
      权利人:SHELL INTERNATIONAL PETROLEUM
      摘要:Process for the preparation of R-2,2-R 1 ,R 2 -1,3-dioxolane-4-methanol wherein R 1 and R 2 are H or alkyl groups or wherein R 1 and R 2 together with the carbon atom to which they are attached form a carbocyclic ring by subjecting a mixture of R- and S-2,2-R 1 ,R 2 -1,3-dioxolane-4-methanol to the action of a micro-organism or substances derived therefrom having the ability for stereoselective consumption of S-2,2-R 1 ,R 2 -1,3-dioxolane-4-methanol preferably until at least 80 wt % and more preferably all the S-2,2-R 1 ,R 2 -1,3-dioxolane-4-methanol is consumed. Various micro-organisms of the genus Rhodococcus, Nocardia and Corynebacterium are disclosed as suitable for the purpose. The R-isomer is a valuable intermediate for stereospecific synthesis of various biologically active compounds including S-metoprolol.

      专利号:EP-0244912-B1
      优先权日:1986-05-08
      标 题 :A process for the preparation of r and s-2,2-r1,r2-1,3-dioxolane-4-methanol
      摘要:Process for the preparation of R-2,2-R1, R2-1,3-dioxolane-4-methanol wherein R1 and R2 are H or alkyl groups or wherein R1 and R2 together with the carbon atom to which they are attached form a carbocyclic ring by subjecting a mixture of R- and S-2,2-R1, R2-1,3-dioxolane-4-methanol to the action of a micro-organism or substances derived therefrom having the ability for stereoselective consumption of S-2,2-R1, R2-1,3-dioxolane-4-methanol preferably until at least 80 wt% and more preferably all the S-2,2-R1, R2-1,3-dioxolane-4-methanol is consumed. Various micro-organisms of the genus Rhodococcus, Nocardia and Corynebacterium are disclosed as suitable for the purpose. The R-isomer is a valuable intermediate for stereospecific synthesis of various biologically active compounds including S-metoprolol.

      供应商参考报价(招募中)

      品牌试剂参考报价(招募中)

      📌 第三方产品分析报告

      ✅ COA系统入驻 | 共享模式

      合成参考文献


      摘要:Li, A. T.; Li, Z., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 2, 489.
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