CAS: 111119-36-9; H-Phe(2,4-Dicl)-Oh

该化合物是氨基酸L-苯麻拉尼的卤化衍生物,其特点是在苯环的2和4个位置替换氯原子,这一修改加强了其作为制药和农用化学研究合成中间体的效用,特别是在开发生物活性化合物方面;二氯替代增加了脂质和稳定性,使其对结构-活动关系研究具有价值;其手性纯度(L-配置)确保与酶和生物系统的兼容性;该化合物通常用于合成,并用作专门精细化学品的前体;由于反应功能组,建议适当处理.

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CAS号5472-68-4 DL-2,4-二氯苯丙氨酸 | CAS号444726-81-2 2-acetamido-3-(...

合成工艺路线路线简述

    📜反-2,4-二氯肉桂酸置于ammonium Hydroxide,二氧化碳体系中,用 二甲基亚砜 用作溶剂,化学反应 12.0H,以98%的收率获得
    参考文献:伸缩一锅缩合氢化胺化策略,由苯甲醛合成光学纯的l-苯丙氨酸
    标题:伸缩一锅缩合氢化胺化策略,由苯甲醛合成光学纯的l-苯丙氨酸
    摘要:从商业上可买到的便宜的取代苯甲醛开始,设计了一种化学酶促伸缩方法,以高产率和光学纯度合成l-芳基丙氨酸.该方法利用化学的knoevenagel-Doebner缩合(使用微波辐照在短的反应时间内进行优化,以实现完全转化)和生物催化的苯丙氨酸氨裂合酶介导的加氢胺化反应(用于立体选择性地添加氨).这两个反应可以在一个罐中依次进行,从而将化学和生物催化的优点结合在一起.制备了五个相关的l-二卤代苯丙氨酸(71-84%收率,98-99%ee)作为分子探针,可用于药物化学和合成药物成分,证明了其制备性适用性.
    Doi:10.1016/j.Tet.2015.12.063

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    专利信息


    专利号:US-9938509-B2
    优先权日:2010-12-08
    标 题 :Biocatalysts and methods for the synthesis of armodafinil
    发明人:ANG EE LUI; ALVIZO OSCAR; BEHROUZIAN BEHNAZ; CLAY MICHAEL D; COLLIER STEVEN J; EBERHARD ELLEN D; FAN FU; SONG SHIWEI; SMITH DEREK J; WIDEGREN MAGNUS; WILSON ROBERT; XU JUNYE; ZHU JUN
    权利人:CODEXIS INC
    摘要:The present invention relates to non-naturally occurring polypeptides useful for preparing armodafinil, polynucleotides encoding the polypeptides, and methods of using the polypeptides. The non-naturally occurring polypeptides of the present invention are effective in carrying out biocatalytic conversion of the (i) 2-(benzhydrylsulfinyl)acetamide to (−)-2-[(R)-(diphenylmethyl)sulfinyl]acetamide (armodafinil), or (ii) benzhydryl-thioacetic acid to (R)-2-(benzhydrylsulfinyl)acetic acid, which is a pivotal intermediate in the synthesis of armodafinil, in enantiomeric excess.

    专利号:US-9663771-B2
    优先权日:2013-01-18
    标题 :Engineered biocatalysts useful for carbapenem synthesis
    发明人:SUKUMARAN JOLY; SMITH DEREK; YANG HONG; YEO WAN LIN; MOORE JEFFREY C
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered pNB esterase polypeptides useful for the synthesis of the carbapenem antibiotic, imipenem. The disclosure also provides polynucleotides encoding the engineered pNB esterases, host cells capable of expressing the engineered pNB esterases, and methods of using the engineered pNB esterases in the production of imipenem.

    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-12410410-B2
    优先权日:2015-02-10
    标题 :Ketoreductase polypeptides for the synthesis of chiral compounds
    发明人:ALVIZO OSCAR; AGARD NICHOLAS J; XIE XINKAI; ENTWISTLE DAVID; KOSJEK BIRGIT
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered ketoreductase enzymes having improved properties as compared to a naturally occurring wild-type ketoreductase enzyme. Also provided are polynucleotides encoding the engineered ketoreductase enzymes, host cells capable of expressing the engineered ketoreductase enzymes, and methods of using the engineered ketoreductase enzymes to synthesize a variety of chiral compounds.

    专利号:US-8932838-B2
    优先权日:2010-06-17
    标 题 :Biocatalysts and methods for the synthesis of (S)-3-(1-aminoethyl)-phenol
    发明人:CABIROL FABIEN LOUIS; GOHEL ANUPAM; OH SEONG HO; SMITH DEREK J; WONG BRIAN; LALONDE JAMES J
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered transaminase polypeptides having improved properties as compared to naturally occurring transaminases including the ability of converting the substrate, 3′-hydroxyacetophenone to (S)-3-(1-aminoethyl)-phenol in enantiomeric excess and high percentage conversion. Also provided are polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to synthesize (S)-3-(1-aminoethyl)-phenol and related compounds useful in the production of active pharmaceutical ingredients.

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1021/jm049278i
    摘要:Chen C, Pontillo J, Fleck BA, Gao Y, Wen J, Tran JA, Tucci FC, Marinkovic D, Foster AC, Saunders J. 4-{(2R)-[3-Aminopropionylamido]-3-(2,4-dichlorophenyl)propionyl}-1-{2-[(2-thienyl)ethylaminomethyl]phenyl}piperazine as a potent and selective melanocortin-4 receptor antagonist--design, synthesis, and characterization. J Med Chem. 2004 Dec 30;47(27):6821–30. doi: 10.1021/jm049278i.
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