CAS: 57292-44-1; Boc-D-Phe(4-Cl)-Oh

该化合物是一种受保护的氨基酸衍生物,广泛用于peptide合成,该化合物的特点是氨基终点为Boc(乙氧碳基)保护组,在D-苯丙烯基骨中苯环的副位置为氯替代组,该结构块在标准双极交配条件下具有稳定性,在将经静态和电子修改的芳香侧链引入peptide中发挥作用,具有价值.4-氯替代可增强疏水性,影响产生的peptids的相容性,使其在药用化学和生物化学研究中有用.其高纯度和一贯性能确保了固态和溶解相合成的可靠结果.

结构式图片

上下游产品

CAS号24424-99-5 二碳酸二叔丁酯 | CAS号2019-34-3 3-(4-氯苯基)丙酸 | CAS号139377-26-7 (4R,5S,2R)-4-ch... | CAS号218608-96-9 (R)-N-叔丁氧羰基-3-氨... | CAS号112568-12-4 安替肽 | CAS号14091-08-8 D-4-氯苯丙氨酸

合成工艺路线路线简述

    📜3-(4-氯苯基)丙酸置于palladium On Activated Charcoal Lithium Hydroxide,正丁基锂,2,4,6-三异丙基苯磺酰叠氮化物,氢气,双氧水,双(三甲基硅烷基)氨基钾,三乙胺体系中,用 四氢呋喃,水,乙酸乙酯 作为反应溶剂,-78.0~25.0 °C,101.33 Kpa 条件下,反应 3.2H,反应生成 N-叔丁氧羰基-D-4-氯苯丙氨酸
    参考文献:Model Studies On The Synthesis Of Carboxylate-Binding Pocket Analogs Of Vancomycin Using Arene-Ruthenium Chemistry
    标题:Model Studies On The Synthesis Of Carboxylate-Binding Pocket Analogs Of Vancomycin Using Arene-Ruthenium Chemistry
    摘要:Preparation Of Several Protected (D)-Chlorophenylalanine Derivatives In High Optical Purity And Their Complex Formation With The [rucp]+ Moiety Are Described. The Complexation Reaction,As Well As Subsequent Photochemical Decomplexations,Proceeds With Retention Of Optical Purity. Reactions Of These Chloroarene Complexes With 3-Hydroxyphenylglycine Derivatives Proceed Under Mild Conditions To Give Aryl Ether-Ruthenium Complexes,Which Can Be Converted To Diaryl Ethers In Which Both Aromatic Rings Have Protected Amino Acid Or Peptide Side Chains. Efforts To Effect Cycloamidation To Give Vancomycin Carboxylate-Binding Pocket Analogues,Using A Number Of Known Coupling Reagents,Were Unsuccessful.
    DOI:10.1021/jo00032A028

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Mourad, A. K.; Czekelius, C., Science of Synthesis Knowledge Updates, (2011) 3, 61.
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