CAS: 35388-57-9; (2R,3S)-2,3-Dihydroxy-2-(4-Hydroxybenzyl)Succinic Acid

该化合物是一种在有机合成和制药研究中具有显著应用的手性二氢氧代苯基替代苯丙基酸衍生物,其2S,3R位置的立体配置增强了其作为复杂分子结构构件的效用.多种氢氧基和碳箱体功能组的存在允许多功能性反应,包括切合和参与非对称催化.这种化合物因其僵硬极地结构,在生物活性分子合成中特别有用,因为它会影响紧凑的亲和溶性.高纯度和定义明确的立体化学使其成为医药化学和酶学研究的可靠中间体.

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相似化合物

306-23-0 23508-35-2 3972-36-9

MSDS等安全信息

    上下游产品

    Dimethyl (2R,3S)-2,3-Dihydroxy-2-(4-Hydroxybenzyl)Succinate 51705-36-3
    Dimethyl (2S,3R)-2-(4-Tert-Butyldimethylsilyloxybenzyl)Tartrate 240405-27-0

    合成工艺路线路线简述

      📜4-苄氧基溴苄置于palladium 10% On Activated Carbon,水,氢气,三氟乙酸,Potassium Hydroxide,Lithium Diisopropyl Amide体系中,用 四氢呋喃,甲醇,正己烷,二氯甲烷,水,乙酸乙酯 用作溶剂,-78.0~20.0 °C,344.75 Kpa 条件下,反应 21.25H,反应生成2,3-二羟基-2-[(4-羟基苯基)甲基]丁二酸
      参考文献:(+)-鱼腥草酸和升麻酸l的立体选择性合成
      标题:(+)-鱼腥草酸和升麻酸l的立体选择性合成
      摘要:使用 4-苄氧基苄基溴对 (2S,3S,5S,6S)-二甲氧基-2,3-二甲基-1,4-二氧六环-5,6-二硫代羧酸锂的烯醇化锂进行立体选择性的烷基化,得到两个带有羧酸根的新立体中心在顺式关系中.该中间体的水解脱保护产生天然产物 (+)-鱼腥草酸.在仲羟基上安装肉桂酸酯,然后选择性脱保护,得到比例为 3:1 的顺式/反式肉桂酸酯混合物.最终得到天然产物升麻酸l.
      Doi:10.1002/ejoc.201501002

      海关参考信息

      专利信息


      专利号:US-11612556-B2
      优先权日:2014-12-16
      标 题:Peptidic compounds, compositions comprising them and uses of said compounds, in particular cosmetic uses
      发明人:PESCHARD OLIVIER; DOUCET ANNE; LEROUX RICHARD; MONDON PHILIPPE
      权利人:SEDERMA SA
      摘要:The peptidic compound comprises at least an aminoacid which is lysine, ornithine, diaminopropionic acid or diaminobutyric acid or a derivative of these aminoacids, on which a carboxylic acid is grafted via a peptidic bound on the nitrogen of the lateral chain, said carboxylic acid comprising a (poly)cycle or (poly)heterocycle. Preferably, the grafted carboxylic acid is an aminoacid or a derivative, in particular selected from, a proline, a hydroxyproline or pyroglutamic acid.The peptidic compound can stimulate the synthesis of the main molecules constituting the extracellular matrix of the skin, especially collagen 1 and 4 and elastin. It can be used for topical cosmetic treatment such as a global anti-aging treatment, or for specific activities, including anti-wrinkles, moisturizing, to improve the mechanical properties of the skin, firmness/tone/elasticity/flexibility, to increase density and volume of the skin, improve skin radiance, for a restructuring effect and/or to fight stretch marks.

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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

      参考标题:Total Synthesis Of (+)-(2S,3R)-Piscidic AcidViaCatalytic Asymmetric Dihydroxylation Of A Trisubstituted Olefin
      作者:Hiroaki Toshima,Masatoshi Saito,Teruhiko Yoshihara |发布日期:1999.1
      摘要:(+)-(2S,3R)-Piscidic Acid Was Efficiently Synthesized With High Optical Purity (90% E.E.) Via Sharpless Catalytic Asymmetric Dihydroxylation Of A Trisubstituted Olefin In Only 6 Steps From Commercially Available 4-Hydroxyphenylpyruvic Acid As The Starting Material. The Reaction Proceeded With High Optical Purity By Using The Chiral Ligands, Dihydroquinidine 2,5-Diphenyl-4,6-Pyrimidinediyl Diether Or

      合成参考文献


      摘要:Archives Internationales de Pharmacodynamie et de Therapie., 14(53), 1905
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