CAS: 123639-61-2; Fmoc-Glu(Obzl)-Oh

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CAS号84793-07-7 芴甲氧羰基-L-谷氨酸 1-叔丁酯

合成工艺路线路线简述

    N-Fmoc-L-Glutamic Acid (γ-Benzyl) α-Phenacyl Ester置于magnesium,溶剂黄146体系中,用 甲醇,N,N-二甲基甲酰胺 用作溶剂,化学反应 75.0H,反应生成芴甲氧羰基-L-谷氨酸-γ-苄脂
    参考文献:一种新颖有效的方法,通过乙酸还原镁还原裂解苯乙酸酯.
    标题:一种新颖有效的方法,通过乙酸还原镁还原裂解苯乙酸酯.
    摘要:[反应:见正文]在本研究中,我们在其他酯类和敏感保护基团存在的情况下,在正交有机合成过程中,使用镁屑作为苯甲酰基的新型去保护剂.通过应用新的镁屑/乙酸脱保护方法,可以使苯甲酰基与不兼容锌/乙酸方法的其他保护基结合.
    Doi:10.1021/ol050209N

    海关参考信息

    专利信息


    专利号:US-7301006-B2
    优先权日:2002-07-16
    标 题 :Methods and materials for the synthesis of modified peptides
    发明人:YOUNG TRAVIS G; KIESSLING LAURA L
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:Methods and protected amino acids useful as building blocks (protected monomers) for the synthesis of peptides and proteins that are selectively modified at one or more side-chain hydroxyl groups. Azide-bearing protecting groups allow the selective deprotection of side-chain hydroxyl groups of amino acids after synthesis of a peptide. Reaction conditions for removal of the azide-bearing protecting group can be selected which are substantially orthogonal to those that will remove α-amino protecting groups typically employed in peptide synthesis, such that hydroxyl groups protected with the azide-bearing protecting group remain protected during synthesis of the peptide chain. Various protecting groups which are readily available can be used for protecting potentially reactive side chain groups of amino acids in the peptide or protein to be modified. Preferred side-chain protecting groups are chemically distinguishable from the azide-bearing protecting group and substantially orthogonal reaction conditions can be selected such that side-chain protection of other amino acids is maintained when the azide-bearing protecting group is removed. The use of the azide-bearing protecting group of this invention for one or more hydroxy amino acids during peptide synthesis allows the selective unmasking of those azide-protected side-chain hydroxyl groups and selective modification of the hydroxyl groups that are selectively unmasked. The methods and materials herein are particularly used in synthesis of sulfated, phosphorylated and glycosylated peptides and proteins. Kits and methods of synthesizing a modified peptide or protein using the kits are also provided.

    专利号:US-12251674-B2
    优先权日:2012-11-14
    标 题:Substrates, systems, and methods for array synthesis and biomolecular analysis
    发明人:RAJASEKARAN JOHN J; JAYARAMAN VASANTH; WANG TIANHAO; BEI KANG; KRISHNAMURTHY HARI KRISHNAN; VEDANTHAM PUNITHA
    权利人:VIBRANT HOLDINGS LLC
    摘要:Disclosed herein are formulations, substrates, and arrays. In certain embodiments, substrates and arrays comprise a porous layer for synthesis and attachment of polymers or biomolecules. Also disclosed herein are methods for manufacturing and using the formulations, substrates, and arrays, including porous arrays. Also disclosed herein are formulations and methods for one-step coupling, e.g., for synthesis of peptides in an N→C orientation. In some embodiments, disclosed herein are formulations and methods for high efficiency coupling of biomolecules to a substrate.

    专利号:US-2004054161-A1
    优先权日:2002-09-13
    标题 :Stepwise solid-phase synthesis of peptide-oligonucleotide conjugates and supports therefor
    发明人:ANTOPOLSKII MAXIM; AZHAYEVA ELENA; AZHAYEV ALEX
    权利人:GLEN RES CORP
    摘要:A support for peptide-oligonucleotide conjugate synthesis includes an article of manufacture according to the formula: n n n wherein: (a) substitutent A includes a polymeric base material and/or a silica base material; (b) one of substituents B and C includes an NHFmoc-containing group and/or a peptide-containing group; (c) one of substituents B and C includes an NHBoc-containing group, an O-DMTr-containing group, and/or an oligonucleotide-containing group; and (d) each X independently represents â•?O, S, and/or NH. Suitable supports include those according to the formula: n n n wherein substituents A, B, and C have the meanings described above. When used to synthesize a peptide-oligonucleotide conjugate, the resulting conjugate may have the formula: n n n wherein substituent B includes a peptide and substituent C includes an oligonucleotide.

    专利号:US-5985844-A
    优先权日:1992-03-26
    标题:Homoerythromycin A derivatives modified at the 4'-and 8A-positions
    发明人:HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; SHANKARAN KOTHANDARAMAN; SZYMONIFKA MICHAEL J; WILKENING ROBERT R
    权利人:MERCK & CO INC
    摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R' and R'' together are oxo, hydroxyimino or alkoxyimino, and R' and R'' independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

    专利号:EP-0508699-B1
    优先权日:1991-04-04
    标 题 :9-Deoxo-8a-aza-8a-homoerythromycin a derivatives modified at the 4'- and 8a-positions
    发明人:HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; WILKENING ROBERT R; SZYMONIFKA MICHAEL J; SHANKARAN KOTHANDARAMAN
    权利人:MERCK & CO INC
    摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R min and R sec together are oxo, hydroxyimino or alkoxyimino, and R min and R sec independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

    专利号:CN-113637064-B
    优先权日:2020-05-11
    标题:A kind of synthesis method of semaglutide
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

    合成参考文献


    摘要:Ghosh, B.; Maleczka, R. E., Jr., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 355.
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