CAS: 3060-46-6; (S)-4-Methyl-2-(Methylamino)Pentanoic Acid

该化合物是一种非蛋白性非蛋白性氨基酸衍生物,其特征是α位置的分形烷基链和甲基氨基替代物,该化合物是有机合成和制药研究的宝贵中间体,特别是在开发乳胶和生物活性分子方面,其立体化学纯度(S-配置)确保了对不对称合成的精确控制,而甲基氨基化合物组则加强了其在设计改良的药或酶抑制剂方面的效用.

结构式图片

上下游产品

ohmyungsamycin A Cyclosporin L hydrogenchloride N-methyl-N-tosyl-L-leucineN-methylisoamylamine N-(1-acetyl-3-methyl-butyl)-N-methyl-acetamideN-(1-acetyl-3-methyl-butyl)-N-methyl-acetamide 2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid 5-methyl-3-methylamino-hexan-2-one

合成工艺路线路线简述

    Sporidesmolsaeure C; L-α-Hydroxy-Isocaproyl-Val-N-Methyl-Leu置于盐酸体系中,化学反应生成 N-甲基-L-亮氨酸
    参考文献:玉米假单胞菌中环己二肽sporidemolide Iv的分离与结构
    标题:玉米假单胞菌中环己二肽sporidemolide Iv的分离与结构
    摘要:所生产的环缩酚酸肽pithomyces Maydicus含有的主要成分,Sporidesmolide Iv,其具有结构环-(大号-α-Hydroxyisovaleryl-D-Valyl-D-Leucyl-大号-α-Hydroxyisocaproyl-大号-Valyl-ñ甲基大号-Leucyl).
    DOI:10.1039/j39670000634

    海关参考信息

    专利信息


    专利号:US-12351573-B2
    优先权日:2019-05-09
    标 题:Compounds for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; CHENG KAI FAN
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.

    专利号:US-2023159450-A1
    优先权日:2020-05-08
    标 题 :Dimers for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; ALTITI AHMAD
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Dimers for use in synthesis of peptidomimetics are described. Uses of dimers as synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the dimers and uses of azapeptides and other peptidomimetics are also described.

    专利号:US-5811515-A
    优先权日:1995-06-12
    标 题 :Synthesis of conformationally restricted amino acids, peptides, and peptidomimetics by catalytic ring closing metathesis
    发明人:GRUBBS ROBERT H; MILLER SCOTT J; BLACKWELL HELEN E
    权利人:CALIFORNIA INST OF TECHN
    摘要:A method for synthesizing conformationally restricted amino acids, peptides, and peptidomimetics by ring closing metathesis. The method includes the steps of synthesizing a peptide precursor containing first and second unsaturated C--C bonds and contacting the peptide precursor with a RCM catalyst to yield a conformationally restricted peptide. Suitable peptide precursors may contain two or more unsaturated C--C bonds. These bonds may be olefinic bonds and may be contained in first and second alkenyl groups which may be allyl groups. The RCM catalyst may be a Ruthenium or Osmium carbene complex catalyst and more specifically, a Ruthenium or Osmium carbene complex catalyst that includes a Ruthenium or Osmium metal center that is in a +2 oxidation state, has an electron count of 16, and is pentacoordinated. The method may be carried out using solid-phase-peptide-synthesis techniques. In this embodiment, the precursor, which is anchored to a solid support, is contacted with a RCM catalyst and the product is then cleaved from the solid support to yield a conformationally restricted peptide.

    专利号:US-12122759-B2
    优先权日:2017-11-07
    标 题:Method for the synthesis of cyclic depsipeptides
    发明人:HEIMBACH DIRK; OMURA SATOSHI; SUNAZUKA TOSHIAKI; HIROSE TOMOYASU; NOGUCHI YOSHIHIKO; Köbberling Johannes; WU ZHIJIE; FU SHUIBIAO; WU WEI; QIU JINFENG; HE LIU; WEI XUDONG
    权利人:ELANCO ANIMAL HEALTH GMBH; THE KITASATO INST
    摘要:The present invention relates to a method for the synthesis of cyclic depsipeptides, in particular emodepside, from the open form.

    专利号:US-7691635-B2
    优先权日:2004-03-26
    标题 :Labeling reagents, methods for the synthesis of such reagents and methods for the detection of biological molecules
    发明人:LAAYOUN ALI; BERNAL-MENDEZ ELOY
    权利人:BIOMERIEUX SA
    摘要:The present invention relates to a temperature-stable labeling reagent of formula (0): n nin which:n R 1 represents H or an alkyl, aryl or substituted aryl group, R 2 represents a detectable marker or at least two detectable markers interlinked by at least one multimeric structure, L is a linker arm comprising a linear chain of at least two covalent bonds and n is an integer equal to 0 or 1, R 3 and R 4 represent, independently of one another: H, NO 2 , Cl, Br, F, I, R 2 -(L) n -Y—X—, OR, SR, NR 2 , R, NHCOR, CONHR, COOR, —CO—NH—(CH 2 ) 3 —(O—CH 2 —CH 2 ) 3 —CH 2 —NH—R 2 , —CO—NH—(CH 2 ) 3 —(O—CH 2 —CH 2 ) 4 —CH 2 —NH—R 2 with R=alkyl or aryl, A is a linker arm comprising at least one covalent double bond enabling the conjugation of the diazo function with the aromatic ring and u is an integer between 0 and 2, preferably 0 or 1, —Y—X— represents —CONH—, —NHCO—, —CH 2 O—, —CH 2 S—, —Z— represents —NH—, —NHCO—, —CONH— or —O—, m is an integer between 1 and 10, preferably between 1 and 3, and p is an integer between 1 and 10, preferably between 1 and 3. n The present invention also describes a method for the synthesis of said labels and also applications for the labeling of biological molecules, in particular of nucleic acids, with a labeling reagent bearing the diazomethyl function. n The invention is particularly suitable for use in the field of diagnostics.

    专利号:WO-9726002-A1
    优先权日:1996-01-17
    标 题:Synthesis of conformationally restricted amino acids, peptides and peptidomimetics by catalytic ring closing metathesis
    发明人:GRUBBS ROBERT H; MILLER J SCOTT; BLACKWELL HELEN E
    权利人:CALIFORNIA INST OF TECHN
    摘要:A method for synthesizing conformationally restricted amino acids, peptides, and peptidomimetics by ring closing metathesis. The method includes the steps of synthesizing a peptide precursor containing first and second unsaturated C-C bonds and contacting the peptide precursor with an RCM catalyst to yield a conformationally restricted peptide. Suitable peptide precursors may contain two or more unsaturated C-C bonds. These bonds may be olefinic bonds and may be contained in first and second alkenyl groups which may be allyl groups. The RCM catalyst may be a Ruthenium or Osmium carbene complex catalyst and more specifically, a Ruthenium or Osmium carbene complex catalyst that includes a Ruthenium or Osmium metal center that is in a +2 oxidation state, has an electron count of 16, and is pentacoordinated. The method may be carried out using solid-phase-peptide-synthesis techniques. In this embodiment, the precursor, which is anchored to a solid support, is contacted with an RCM catalyst and the product is then cleaved from the solid support to yield a conformationally restricted peptide.
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    合成参考文献


    参考文献:10.1038/nbt978
    摘要:Yanai K, Sumida N, Okakura K, Moriya T, Watanabe M, Murakami T. Para-position derivatives of fungal anthelmintic cyclodepsipeptides engineered with Streptomyces venezuelae antibiotic biosynthetic genes. Nat Biotechnol. 2004 Jul;22(7):848–55. doi: 10.1038/nbt978.
    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2008).
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