CAS: 130930-49-3; 2-(Trifluoromethyl)-D-Phenylalanine

该化合物是一种氨基酸衍生物,其特征是苯丙烯结构的苯环中含有三氟甲基组,这种改变可显著影响该化合物的物理化学特性,如溶性,脂性,和反应性等;三氟甲基组以其电磁吸附效应而著称,它能够改变分子内部的电子分布,有可能影响其生物活动以及与蛋白质或酶的相互作用;D-2-三氟甲基甲基甲苯在医药化学和药物设计中经常被使用,因为它具有模拟天然氨基酸的能力,同时提供独特的特性,能够增强基于丙胺的治疗方法的药理学特征;此外,该化合物在稳定性和代谢途径方面可能具有有趣的特征,因此它成为侧重于开发新治疗剂的研究的一个主题;与许多氟化合物一样,关于环境影响和毒性的考虑在其应用和研究中也很重要.

结构式图片

相似化合物

346694-78-8 352523-16-1 352523-15-0

合成工艺路线路线简述

    📜((1S,5R,7R)-10,10-Dimethyl-3,3-Dioxo-3λ6-Thia-4-Aza-Tricyclo[5.2.1.01,5]Dec-4-yl)-[(2R,3S)-3-(2-Trifluoromethyl-Phenyl)-Aziridin-2-Yl]-Methanone置于palladium Dihydroxide 氢气,三氟乙酸,Lithium Hydroxide体系中,用 甲醇,乙酸乙酯,四氢呋喃 用作溶剂,化学反应 14.0H,反应生成D-2-三氟甲基苯丙氨酸
    参考文献:Asymmetric Synthesis Of Arylalanines Via Asymmetric Aza-Darzens (Adz) Reaction
    标题:Asymmetric Synthesis Of Arylalanines Via Asymmetric Aza-Darzens (Adz) Reaction
    摘要:(R)-3-芳基丙氨酸可以通过以下四步反应序列从n-Dpp亚胺制备得到高对映异构体纯度的产物:不对称aza-Darzens反应,脱磷酰基化,氢解和水解.通过这种方法获得的氨基酸的对映异构体纯度大于95%.
    Doi:10.1055/s-2003-41470

    海关参考信息

    专利信息


    专利号:US-2022243244-A1
    优先权日:2019-10-10
    标 题 :Compositions and methods for in vivo synthesis of unnatural polypeptides
    发明人:ROMESBERG FLOYD E; FISCHER EMIL C; HASHIMOTO KOJI; FELDMAN AARON W; DIEN VIVIAN T; ZHANG YORKE
    权利人:SCRIPPS RESEARCH INST
    摘要:Disclosed herein are compositions, methods, and kits for a cell incorporating unnatural amino acids into an unnatural polypeptide. Also disclosed herein are compositions, methods, and kits for increasing activity and yield of the unnatural polypeptide synthesized by the cell.

    专利号:US-2023037284-A9
    优先权日:2018-11-30
    标题:Combination therapy of peptidomimetic macrocycles
    发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-2025084410-A1
    优先权日:2015-01-12
    标 题:Incorporation of unnatural nucleotides and methods thereof
    发明人:PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
    权利人:SYNTHORX INC
    摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

    专利号:US-2018371021-A1
    优先权日:2017-05-11
    标 题 :Peptidomimetic macrocycles and uses thereof
    发明人:AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:WO-2021072167-A1
    优先权日:2019-10-10
    标 题:Compositions and methods for in vivo synthesis of unnatural polypeptides

    专利号:US-11091522-B2
    优先权日:2018-07-23
    标题 :Peptidomimetic macrocycles and uses thereof
    发明人:AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

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