CAS: 2566-19-0; 2-(2-(((Benzyloxy)Carbonyl)Amino)Acetamido)Acetic Acid

该化合物是一种受保护的二硝基乙酸衍生物,其成分为苯氧基碳基酯(Cbz)组,通常用于peptide合成.Cbz组作为防雷的动物,在酸性和基本条件下提供稳定性,同时通过氢解解继续有选择地重新移动.该化合物在固相和溶解相联反应中特别有用,因为它与标准的混合试剂相兼容.其结构允许受控地延长peptide链,尽量减少侧面反应.碳基酸功能有利于进一步衍生或结合,使其在药用化学和生物化学研究中成为多用途的中间体.高纯度等级确保合成应用中的再生力.

结构式图片

相似化合物

31972-52-8 556-50-3 35665-38-4

欧盟法规

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CAS号556-50-3 双甘肽 | CAS号501-53-1 氯甲酸苄酯 | CAS号1138-80-3 N-苄氧羰基甘氨酸 | CAS号3005-87-6 N-苄氧羰基-甘氨酰甘氨酸乙酯 | CAS号2899-60-7 Z-甘氨酸 N-琥珀酰亚胺酯 | CAS号56-40-6 甘氨酸 | CAS号15027-03-9 L-Phenylalanine... | CAS号10466-61-2 L-亮氨酰胺盐酸盐 | CAS号169676-30-6 Z-Gly-Gly-L-Phe... | CAS号19525-53-2 benzyl 2-[(2-ph... | CAS号556-50-3 双甘肽 | CAS号2503-35-7 Glycine,N-[N-[N... | CAS号2566-20-3 N-苄氧羰基-L-亮氨酰甘氨酰甘氨酸 | CAS号257953-75-6 2-Piperazineace... | CAS号7770-50-5 Z-Gly-Gly-Gly-Gly-OH | CAS号6422-35-1 Z-GLY-GLY-NH2 | CAS号13171-93-2 Z-GLY-GLY-PHE-OH | CAS号1138-80-3 N-苄氧羰基甘氨酸 | CAS号56-40-6 甘氨酸

合成工艺路线路线简述

    甲基n-[(苄氧基)羰基]甘氨酰甘氨酸酸酯置于lithium Iodide体系中,用 乙酸乙酯 用作溶剂,化学反应 36.0H,以35%的收率获得n-苄氧羰基-甘氨酰-甘氨酸
    参考文献:经由锂离子配位的苄基,Pmb,Pnb和叔丁基n-酰基氨基酸酯的碘化物脱烷基
    标题:经由锂离子配位的苄基,Pmb,Pnb和叔丁基n-酰基氨基酸酯的碘化物脱烷基
    摘要:如在n-酰基氨基酸酯中发现的,碘化锂促进在γ-位含有羰基的酰胺羰基的化合物中的酯脱烷基.非质子惰性非极性溶剂(例如thf和etoac)有助于通过锂离子配位作用活化羰基酯.该方法不限于甲基酯,而是易于使苄基,Pmb,Pnb和叔丁基酯脱烷基化,并且由于条件温和而特别适合与β-内酰胺酯一起使用.
    Doi:10.1016/s0040-4039(00)77156-5

    海关参考信息

    专利信息


    专利号:US-4301065-A
    优先权日:1977-05-25
    标 题 :Novel polypeptides having thymic activity or an antagonistic activity and processes for their synthesis
    发明人:BACH JEAN-FRANCOIS; DARDENNE MIREILLE; PLEAU JEAN-MARIE; HAMBURGER JEAN; BRICAS EVANGHELOS; MARTINEZ JEAN; BLANOT DIDIER; AUGER GENEVIEVE
    权利人:ANVAR
    摘要:The invention is concerned with novel polypeptides and processes for the synthesis thereof. It is concerned with compounds having the sequence X-Gln-Gly-Gly-Y in which Y represents -Ser-Asn and X represents Ser-, Lys-Ser-, Ala-Lys-Ser-, Glx-Ala-Lys-Ser-; Glx representing Pyro-Glu or Gln; and when X represents Glx-Ala-Lys-Ser-, Y may in addition represent -Ser; as well as their derivatives comprising one or two modified amino acids, with the exception of the unmodified compound PyroGlu-Ala-Lys-Ser-Gln-Gly-Ser-Asn. These polypeptides are useful as medicines.

    专利号:US-4696932-A
    优先权日:1984-10-26
    标题 :Biologically-active xanthine derivatives
    发明人:JACOBSON KENNETH A; DALY JOHN W; KIRK KENNETH L
    权利人:US HEALTH
    摘要:Certain functionalized cogeners of 1,3-dialkylxanthine exhibit high potency and selectivity as antagonists for A 1 - and A 2 -adenosine receptors and are suitable for attachment to probes, drug carriers, or solid supports. These derivatives are characterized by the presence of a phenyl at the 8 position para-substituted with a functionalized chain to provide high water solubility and high receptor affinity. Some of these analogs, containing a distal amino- or carboxylic-functionalized chain, are suitable for synthesis of amino acid conjugates. The compounds of this invention are suitable for use as antiallergenic, antiasthmatic, or cardiotonic drugs, central nervous system stimulants, and diuretics.

    专利号:US-3396157-A
    优先权日:1964-12-01
    标 题:Use of esters of nu, nu-dialkylhydroxylamines and 1-hydroxypiperidine for the synthesis of peptides and other amides
    发明人:TYNDALE YOUNG GEOFFREY; ONSLOW HANDFORD BRIAN
    权利人:NAT RES DEV

    专利号:US-3137684-A
    优先权日:1962-05-29
    标 题 :Preparation of phenyl esters via alkoxyvinyl and alkoxyacetylene intermediates and use thereof in peptide synthesis
    发明人:MIKLOS BODANSZKY
    权利人:OLIN MATHIESON
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    主要参考文献

    参考标题:Use Of The 4-Methoxy-2,6-Dimethylbenzenesulfonyl (Mds) Group To Synthesize Dynorphin (1-13) And Related Peptides.
    作者:Mitsuhiro Wakimasu,Chieko Kitada,Masahiko Fujino
    摘要:The Syntheses Of A Tridecapeptide Corresponding To The Amino Acid Sequence Of Dynorphin [1-13], H-Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys-Oh, And Related Truncated Peptides, [4-13], [8-11], And [8-13], Using The 4-Methoxy-2, 6-Dimethylbenzenesulfonyl (Mds) Group For The Protection Of The Guanidino Function Of Arginine, Are Described. To Synthesize Dynorphin [1-13], Three Fragments, 1-3, 4-10, And 11-13, Were Prepared And Used As Building Blocks For The Final Construction Of The Amino Acid Sequence Of This Peptide. Final Deprotection Of The Fully Protected Peptide Was Achieved By Treatment With Trifluoroacetic Acid-Thioanisole At 50°C For 2 H And The Purification Of This Synthetic Peptide Was Effected By Column Chromatography On Cm-Cellulose. Other Truncated Peptides, [4-13], [8-11], And [8-13], Were Synthesized In The Same Manner As Described For Dynorphin [1-13]. The Applicability Of The Mds Protecting Group For The Synthesis Of Arginine-Containing Peptides Was Confirmed.

    合成参考文献


    参考文献:10.1055/s-0031-1290414
    摘要:Synthesis of GSK2137305. Synfacts. 2012 Jun 19;8(07):0702. doi: 10.1055/s-0031-1290414.
    参考文献:10.1007/978-1-4613-0907-9_3
    摘要:Sabongi GJ. Triggered Release of Acids, Bases, Radicals, Nitrenes, and Carbenes. 1987. In: Chemical Triggering.
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