CAS: 300-38-9; H-Tyr(3,5-Dibr)-Oh

该化合物是氨基酸乙酸乙酰胺的一种卤化衍生物,其特点是在芳香环的3和5个位置上存在两个溴原子,该化合物保留了氨基硫酸的基本结构,其中包括一个氨基组,一个碳球酸组和一个苯球氢氧化物组;溴原子的引入会增强其疏水性,并可能影响其生物活动,有可能影响酶相互作用和受体装订. 3,5-二溴-L-苯并呋喃经常在生物化学研究中研究,以发挥其在蛋白合成中的作用,并成为各种药物合成中的潜在前体.其独特性还可能有助于开发新材料或作为生物研究的探测器.与许多溴化化合物一样,重要的是考虑其环境影响和潜在毒性,特别是在水生系统中.应当遵循适当的处理和处置议定书,以减少其使用所带来的任何风险.

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CAS号60-18-4 L-酪氨酸 | CAS号7726-95-6 溴素 | CAS号64-19-7 冰醋酸 | CAS号105189-44-4 3,5-二溴酪氨酸三氟乙酰胺甲酯 | CAS号17194-82-0 对羟基苯乙酰胺 | CAS号58960-71-7 叔丁氧羰基-3,5-二溴-L-酪氨酸 | CAS号556-02-5 D-酪氨酸 | CAS号537-24-6 3,5-DIBROMOTYROSINE

合成工艺路线路线简述

    📜L-酪氨酸置于bromoisocyanuric Acid Monosodium Salt,硫酸体系中,化学反应 1.5H,以71%的收率获得3,5-二溴-L-酪氨酸
    参考文献:水溶液中未保护氨基酸的化学性质:在强酸性条件下,用溴异氰尿酸钠盐直接溴化芳香族氨基酸.
    标题:水溶液中未保护氨基酸的化学性质:在强酸性条件下,用溴异氰尿酸钠盐直接溴化芳香族氨基酸.
    摘要:在60%的水溶液中,用溴异氰尿酸单钠盐(bica-Na)溴化未保护的芳香族氨基酸,例如苯丙氨酸,酪氨酸和甘氨酸.H(2)so(4)在0摄氏度下以高收率得到单溴化产物的混合物.出乎意料的是,获得了间溴苯甘氨酸作为主要产物,同时伴随有邻位和对位取代的产物,而苯丙氨酸仅给出了邻位和对位取代的产物.2-苯基乙胺或苄胺的溴化显示出与相应氨基酸相似的趋势.
    Doi:10.1248/cpb.54.1715

    海关参考信息

    专利信息


    专利号:US-4242256-A
    优先权日:1977-03-15
    标 题 :Synthesis of peptide analogues
    发明人:SHARPE ROBERT; SZELKE MICHAEL
    权利人:SHARPE ROBERT; SZELKE MICHAEL
    摘要:Compounds being analogues of a dipeptide in which the nitrogen atom of the linking amide group of the dipeptide is replaced by trivalent group ##STR1## and in which, optionally, the carbonyl function of this linking group is replaced by the divalent group --CH 2 -- are of value in the synthesis of isosterically modified peptides.

    专利号:US-10087221-B2
    优先权日:2013-03-21
    标题 :Synthesis of hydantoin containing peptide products
    发明人:HENKEL BERND
    权利人:SANOFI AVENTIS DEUTSCHLAND
    摘要:The present invention relates to a method of synthesizing a peptide product comprising at least one hydantoin group. The peptide product may be used as a reference material for the quality control of pharmaceutical peptides, particularly for the quality control of exendin peptides. Further, the invention relates to hydantoin building blocks, a method for manufacturing such building blocks and their use for the synthesis of peptide products.

    专利号:US-7452701-B2
    优先权日:1998-11-24
    标 题:Methods for the preparation of β-amino acids
    发明人:FREY PERRY A; RUZICKA FRANK J
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:Purified β-amino acids are of considerable interest in the preparation of pharmacologically active compounds and industrial precursors. Although enantiomerically pure β-amino acids can be produced by standard chemical synthesis, this traditional approach is time consuming, requires expensive starting materials, and results in a racemic mixture which must be purified further. However, DNA molecules encoding lysine 2,3-aminomutase can be used to prepare β-amino acids by methods that avoid the pitfalls of chemical synthesis. The present invention provides a method of producing enantiomerically pure β-amino acids from α-amino acids comprising catalyzing the conversion of an α-amino acid to a corresponding β-amino acid by utilizing a lysine 2,3-aminomutase as the catalyst.

    专利号:US-6482921-B1
    优先权日:1999-01-28
    标题:Uridyl peptide antibiotic (UPA) derivatives, their synthesis and use
    发明人:BOOJAMRA CONSTANTINE G; LEMOINE REMY C; HECKER SCOTT; LEE VING J; LEGER ROGER
    权利人:ESSENTIAL THERAPEUTICS INC
    摘要:The present invention relates to dihydro derivatives of the uridyl peptide antibiotics mureidomycin, pacidimycin and napsamycin which have antibiotic activity against a number of bacterial strains including strains resistant to current therapeutic antibiotics.

    专利号:US-3957760-A
    优先权日:1970-12-16
    标 题:Amino acid derivatives
    发明人:BODANSZKY MIKLOS
    权利人:SQUIBB & SONS INC
    摘要:New lactone intermediates useful in the synthesis of peptides are prepared by reacting an α-amino acid with an active carbonyl compound which forms a Schiff's base. The latter is treated with a condensing agent so that cyclization occurs and a lactone is formed from which a peptide may be produced by reaction with an amino acid ester and removal of the protecting groups.

    专利号:US-4960881-A
    优先权日:1984-02-16
    标 题 :α-chlorinated carbonates, their method of manufacture and application in the protection of the amine functions of amino acids
    发明人:BARCELO GERARD; SENET JEAN-PIERRE; SENNYEY GERARD
    权利人:POUDRES & EXPLOSIFS STE NALE
    摘要:The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R 1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These α-chlorinated carbonates are prepared by the action of a compound of formula R 1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The α-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5° to 100° C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Convenient Access To L-3,4,5-Trioxygenated Phenylalanine Compounds From L-Tyrosine
    作者:Shengfeng Zhou,Chen Zhou,Qian Lu,Xintong Liu,Jie Yuan,Xinhong Yu |发布日期:2020.6
    摘要:A Convenient And Efficient Synthesis Of L-3,4,5-Trioxygenated Phenylalanine Derivatives From L-Tyrosine Was Developed. Dibromo Phenylalanine Is Converted Easily To Bis-Phenol Via Copper-Catalyzed Hydroxylation. The Synthetic Potential Of This Methodology Has Been Demonstrated By Efficient Synthesis Of L-3,4,5-Trimethoxyphenylalanine Methyl Ester And One Key Intermediate Of Trabectedin.

    合成参考文献


    摘要:Westbrook, J. A.; Schaus, S. E., Science of Synthesis, (2007) 20, 359.
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