CAS: 77128-73-5; (S)-2-((((9H-Fluoren-9-yl)Methoxy)Carbonyl)(Methyl)Amino)-3-Phenylpropanoic Acid

该化合物是一种受保护的氨基酸衍生物,广泛用于固相基合成(SPPS),Fmoc(9-氟氧基碳基)组是α氨基功能的临时保护组,而苯丙烯的侧链N甲基化会增强peptide稳定性和调制性能.这一化合物对于将N-甲基残留物引入peptide序列特别有用,这种序列可以提高代谢稳定性和生物利用率.其高纯度和与标准的Fmoc协议的兼容性使它成为复杂的基合成的可靠建筑块.该产品通常以HPLC和MS为特征,以确保研究和制药应用的一贯质量.

结构式图片

相似化合物

19887-32-2 1362858-91-0 67368-48-3

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CAS号84000-03-3 9H-fluoren-9-yl... | CAS号2566-30-5 N-甲基-L-苯丙氨酸 | CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl) | CAS号1208119-54-3 N-methyl-N-nosy... | CAS号50-00-0 甲醛 | CAS号35661-40-6 Fm°C-L-苯丙氨酸 | CAS号63-91-2 L-苯丙氨酸 | CAS号74-88-4 碘甲烷 | CAS号17193-30-5 hydr°Cinnamamide | CAS号127153-70-2 Fm°C-N-methyl p...

合成工艺路线路线简述

    N-甲基-L-苯丙氨酸盐酸盐 以 乙腈 作为反应溶剂,化学反应 1.5H,反应生成 N-(9-芴甲氧羰酰基)-N-甲基-L-苯丙氨酸
    参考文献:使用 C-末端未保护的 N-甲基氨基酸制备 N-甲基化肽的异硬脂基混合酸酐
    标题:使用 C-末端未保护的 N-甲基氨基酸制备 N-甲基化肽的异硬脂基混合酸酐
    摘要:尽管制药行业对治疗性n-甲基化肽的兴趣日益浓厚,但n-甲基化肽的可持续和高效制造方法仍未得到充分探索.已经开发了一种由异硬脂酰卤 (Istax) 和甲硅烷基化试剂介导的c-末端未保护n-甲基氨基酸的偶联方法.这种方法允许在温和条件下以高产率偶联多种氨基酸和肽,而无需在c的过程中进行c端脱保护步骤-末端伸长.这些优点使其成为生产含有n-甲基氨基酸的肽治疗剂和诊断剂的有用合成方法.
    DOI:10.1021/acs.Orglett.0C02984

    海关参考信息

    专利信息


    专利号:US-2023272006-A1
    优先权日:2021-08-31
    标题:Peptidomimetics and method of synthesis thereof
    发明人:NEFZI ADEL
    权利人:NEFZI ADEL; THE FLORIDA INTERNATIONAL UNIV BOARD OF TRUSTEES
    摘要:The subject invention provides compounds, peptidomimetics, and methods of synthesis thereof. The subject invention provides the synthesis and use of guanidino acids and/or poly guanidino acids not only as vehicles for drug delivery but as toolbox for drug discovery. The peptidomimetic of the subject invention comprises oligo(guanidino acid)s or poly(guanidino acid)s with guanidines as peptide bond surrogates. The incorporation of the guanidine as amide bond surrogates offers significant differences in polarity, hydrogen bonding capability, and acid-base character.

    专利号:US-8338565-B2
    优先权日:2008-08-20
    标 题 :Macrocyclic compounds for inhibition of tumor necrosis factor alpha
    发明人:LEE JINBO; BOND JULIAN F; TERRETT NICHOLAS; FAVALORO JR FRANK G; WANG DANIEL; BRIGGS TIMOTHY F; SEIGAL BENJAMIN ADAM; SUN WEI-CHUAN; HALE STEPHEN P
    权利人:LEE JINBO; BOND JULIAN F; TERRETT NICHOLAS; FAVALORO JR FRANK G; WANG DANIEL; BRIGGS TIMOTHY F; SEIGAL BENJAMIN ADAM; SUN WEI-CHUAN; HALE STEPHEN P; ENSEMBLE THERAPEUTICS CORP
    摘要:Disclosed herein are macrocyclic compounds and methods for their synthesis and use. In particular, macrocyclic compounds are disclosed that modulate the activity of tumor necrosis factor alpha and/or are useful in the treatment of medical conditions, such as, rheumatoid arthritis, psoriasis, and asthma.

    专利号:CN-104284891-A
    优先权日:2012-03-17
    标 题:Conformational Restricted Total Synthesis of Macrocyclic Compounds

    专利号:US-6872745-B2
    优先权日:2000-04-14
    标 题 :Antipicornaviral compounds and compositions, their pharmaceutical uses, and materials for their synthesis
    发明人:JOHNSON JR THEODORE O; HUA YE; LUU HIEP T; DRAGOVICH PETER S
    权利人:AGOURON PHARMA
    摘要:Compounds of the formula: n n nwhere the formula variables are as defined in the disclosure, advantageously inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picornaviruses, such as RVP. Intermediates and synthetic methods for preparing such compounds are also described.

    专利号:US-10017481-B2
    优先权日:2012-03-17
    标 题 :Conformationally constrained, fully synthetic macrocyclic compounds
    发明人:OBRECHT DANIEL; ERMERT PHILIPP; OUMOUCH SAID; PIETTRE ARNAUD; GOSALBES JEAN-FRANÇOIS; THOMMEN MARC
    权利人:POLYPHOR AG
    摘要:The conformationally restricted, spatially defined macrocyclic ring system of formula (I) is constituted by three distinct molecular parts: Template A, conformation Modulator B and Bridge C. Macrocycles described by this ring system I are readily manufactured by parallel synthesis or combinatorial chemistry in solution or on solid phase. They are designed to interact with a variety of specific biological target classes, examples being agonistic or antagonistic activity on G-protein coupled receptors (GPCRs), inhibitory activity on enzymes or antimicrobial activity. In particular, these macrocycles show inhibitory activity on endothelin converting enzyme of subtype 1 (ECE-1) and/or the cysteine protease cathepsin S (CatS), and/or act as antagonists of the oxytocin (OT) receptor, thyrotropin-releasing hormone (TRH) receptor and/or leukotriene B4 (LTB4) receptor, and/or as agonists of the bombesin 3 (BB3) receptor, and/or show antimicrobial activity against at least one bacterial strain. Thus they are showing great potential as medicaments for a variety of diseases.

    专利号:US-2024124517-A1
    优先权日:2020-12-25
    标题:Method for producing peptide compound containing n-substituted-amino acid residue
    发明人:MORITA YUYA; NOMURA KENICHI
    权利人:CHUGAI PHARMACEUTICAL CO LTD
    摘要:An object of the present invention is to provide a method for efficiently producing a high-purity peptide compound with a high yield. It has been found that the object can be achieved by supporting a peptide on a solid phase synthesis resin prior to a first elongation reaction in a solid phase process.
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    主要参考文献

    参考标题:First Total Synthesis Of Versicotide D And Analogs
    作者:Laura Posada,Gloria Serra |发布日期:2019.11
    摘要:The First Total Synthesis Of Cyclotetrapeptide Versicotide D Has Been Achieved In 21% Overall Yield Using Solid Phase Peptide Synthesis And Solution Cyclization. In Addition, In The Search For Candidates Of Antimalarial New Drugs, One Cyclic Tetrapeptide Analog Which Differs In The Sequence, And Four Cyclic Pentapeptide Containing N-Methyl Amino Acids, Were Prepared. The Obtained Compunds Were Evaluated

    合成参考文献

    合成方法参考DOI号:10.1016/j.tet.2018.09.011
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