CAS: 55757-46-5; N-Boc-L-Cysteine Methyl Ester

该化合物是L-cysteine的一种受保护的衍生物,广泛用于peptide合成和有机化学中. wit-butycolyny (Boc) 组在基本条件下提供稳定性,而甲基酯则在组合反应中提高溶性性和回性.该组对于在受控制的脱保策略下将cysteine残留物引入peptides特别有用.它的高度纯度和一贯性使它成为医学化学和生物合成研究人员的可靠建筑块.Boc保护允许有选择地操纵thiol组,促进进一步的功能化.对于自动的固相聚聚,它可确保将微粒化物有效结合,同时最小的侧反应.

结构式图片

相似化合物

18598-63-5 70361-61-4 5714-80-7

合成工艺路线路线简述

    📜L-半胱氨酸甲酯盐酸盐,二碳酸二叔丁酯 以97%的收率获得产物
    参考文献:Threadgill,Michael D.;Gledhill,Adrian P.,J. Org. Chem.,54,(1989) N2,C. 2940-2949
    标题:Threadgill,Michael D.;Gledhill,Adrian P.,J. Org. Chem.,54,(1989) N2,C. 2940-2949

    海关参考信息

    专利信息


    专利号:US-8476441-B2
    优先权日:2009-01-29
    标 题 :Intermediates in the enantioselective synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid
    发明人:CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN
    权利人:CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN; TRINITY COLLEGE DUBLIN
    摘要:(S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.

    专利号:US-2018265547-A1
    优先权日:2014-07-18
    标 题 :Z-selective olefin metathesis of peptides
    发明人:MANGOLD SHANE L; GRUBBS ROBERT H
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention relates generally to the synthesis of modified amino acids and modified peptides in the presence of cyclometalated catalysts. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry.

    专利号:US-9346851-B2
    优先权日:2008-02-22
    标 题 :Chemical modification of proteins
    发明人:BERNARDES GONCALO; CHALKER JUSTIN; DAVIS BENJAMIN
    权利人:BERNARDES GONCALO; CHALKER JUSTIN; DAVIS BENJAMIN; RP SCHERER TECHNOLOGIES LLC
    摘要:The invention relates to methods for selectively converting a cysteine residue in a peptide or protein to the dehydroalanine (Dha) residue. The method also works on selenocysteine and substituted cysteine and selenocysteine residues, resulting in the Dha residue which may be converted to any natural or unnatural amino acid residue desired without the alteration of the remainder of the peptide or protein. The invention also allows ligation of a desired peptide at any point rather than at a point where there should be a naturally occurring cysteine, thereby allowing native chemical ligation to be used in the synthesis of peptides that do not contain cysteine. The methodology allows for the synthesis of very large peptides.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-9175026-B2
    优先权日:2011-03-23
    标题:Synthesis of thioether containing trialkoxysilanes
    发明人:GARRELL ROBIN L; TUCKER-SCHWARTZ ALEXANDER K
    权利人:GARRELL ROBIN L; TUCKER-SCHWARTZ ALEXANDER K; UNIV CALIFORNIA
    摘要:The invention relates to a radical-initiated thiol-ene or thiol-yne “clickâ€? reaction that provides a simple and efficient route to diverse trialkoxysilanes. Trialkoxysilanes made in this way are obtained in quantitative to near-quantitative yields with high purity without any or minimal purification. A wide range of functional groups is tolerated in this approach, and even complex alkenes click with the silane precursors. The modular nature of these radical-based thiol-ene or thiol-yne “clickâ€? reactions allows a wide variety of pendant groups to be coupled to silane compounds that can then be coupled to a wide variety surfaces in order to modify their material properties. Consequently, such radical initiated thiol-ene and thiol-yne reactions provide facile and efficient methods for preparing an enormous number of surface-active functional trialkoxysilanes.

    专利号:US-11028214-B2
    优先权日:2018-01-22
    标题 :Synthesis of oligomer for optical fiber coating
    发明人:CHEN YANGBIN; YANG BIN
    权利人:CORNING INC
    摘要:A method for making oligomers is described. The method includes reacting a polyol with a precursor having mixed functionality. The precursor includes a curable functional group and an isocyanate group capable of reacting with an alcohol group of the polyol. The precursor reacts with the alcohol group of the polyol to form a urethane linkage and to add a covalently bonded curable functional group to the polyol. The oligomers can be included in coating compositions for optical fiber and lead to coatings having improved tear strength.

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    合成参考文献


    摘要:Kleoff, M.; Omoregbee, K.; Zimmer, R., Science of Synthesis Knowledge Updates, (2018) 4, 218.
    摘要:Champagne, P. A.; Drouin, M.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2016) 1, 419.
    摘要:Telmesani, R.; Sun, A. C.; Beeler, A. B.; Stephenson, C. R. J., Science of Synthesis: Flow Chemistry in Organic Synthesis, (2018) 1, 128.
    摘要:Corcé, V.; Lévêque, C.; Ollivier, C.; Fensterbank, L., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 460.
    摘要:Kelly, C. B.; Matsui, J. K.; Phelan, J. P.; Gutiérrez Bonet, Á.; Lang, S. B.; Molander, G. A., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 367.
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