CAS: 1155-62-0; Z-Glu-Oh

该化合物是一种受保护的L-glutami酸衍生物,其特点是氨基终点的碳酸并苯氧(Cbz)组,该化合物广泛用作丙酸合成的中间体,为α-氨基组提供了选择性保护,而使γ-carboxy组无需进一步修改.在酸性条件下的稳定性和与标准混合试剂的兼容性使它成为固态和溶液相平基化学的一个有价值的构件.Cbz组可以通过氢解或温酸处理轻易去除,确保合成战略的多用途性.该试剂对于用受控制的立管化学方法制造含有含糖酸的peptide特别有用.

结构式图片

相似化合物

63648-73-7 121343-82-6 138-15-8

上下游产品

CAS号56-86-0 L-谷氨酸 | CAS号501-53-1 氯甲酸苄酯 | CAS号15231-21-7 N-Cbz-β-cyanome... | CAS号1155-62-0 N-苄氧羰基-L-谷氨酸 | CAS号82911-69-1 9-芴甲基-N-琥珀酰亚胺碳酸酯 | CAS号419533-86-1 benzyl 4,6-dime... | CAS号32159-21-0 CBZ-L-焦谷氨酸 | CAS号38101-59-6 奥谷法奈 | CAS号35989-16-3 甲基谷氨酸 | CAS号4652-65-7 N-苄氧羰基-L-谷氨酸- 5-甲酯 | CAS号5672-83-3 |N|-苄氧羰基-L-谷氨酸甲酯 | CAS号3705-42-8 Cbz-L-谷氨酸 1-苄酯 | CAS号19525-56-5 3-(2-oxo-3-phen... | CAS号56-86-0 L-谷氨酸 | CAS号6893-26-1 D-谷氨酸 | CAS号147-85-3 脯氨酸

合成工艺路线路线简述

    Z-L-Gluome置于水体系中,用 异丙醇 用作溶剂,化学反应 48.0H,以11%的收率获得n-苄氧羰基-L-谷氨酸
    参考文献:Cerovsky,Vaclav; Martinek,Karel,Collection Of Czechoslovak Chemical Communications,1989,Vol. 54,# 7,P. 2027-2041
    标题:Cerovsky,Vaclav; Martinek,Karel,Collection Of Czechoslovak Chemical Communications,1989,Vol. 54,# 7,P. 2027-2041

    海关参考信息

    专利信息


    专利号:WO-2010103857-A1
    优先权日:2009-03-12
    标 题 :Method for solid-phase synthesis of glycopeptide using silicon-containing protecting group and synthesis device
    发明人:NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
    权利人:UNIV HOKKAIDO NAT UNIV CORP; NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
    摘要:Disclosed are a novel method for the synthesis of a glycopeptide by which glycopeptides of various types can be deprotected and excised from a resin, each under weakly acidic to weakly basic conditions, without causing the problems of the epimerization of an amino acid at the a-position and the ß-elimination of a sugar residue; a synthesis device therefor; and a synthesis intermediate to be used in synthesizing a glycopeptide. Specifically disclosed are a method for the solid-phase synthesis of a glycopeptide which comprises a step for obtaining a glycopeptide derivative wherein the N-terminus is protected, the C-terminus is immobilized to a solid phase via a silicon linker, and a reactive group carried by a sugar residue and a reactive group carried by an amino acid side chain constituting a peptide are protected by silicon-containing groups, and a step for obtaining the glycopeptide by deprotecting said glycopeptide derivative and releasing the same from the solid phase by treating the glycopeptide derivative with an agent for removing the silicon-containing groups and the silicon linker; a synthesis intermediate to be used in the step for obtaining the glycopeptide derivative in the aforesaid method; and a device for the solid-phase synthesis of a glycopeptide.

    专利号:US-4504415-A
    优先权日:1983-04-04
    标题:Synthesis of thymosin α1 and desacetyl thymosin α1
    发明人:FELIX ARTHUR M; GILLESSEN DIETER; STUDER ROLF; MEIENHOFER JOHANNES A; TRZECIAK ARNOLD
    权利人:HOFFMANN LA ROCHE
    摘要:An improved solution phase synthesis of thymosin alpha 1 and desacetyl thymosin alpha 1 with t-Boc side chain protection and proceeding through novel intermediates is disclosed.

    专利号:US-4517119-A
    优先权日:1983-04-04
    标题:Synthesis of thymosin α1
    发明人:FELIX ARTHUR M; GILLESSEN DIETER; LERGIER WILLIAM; MEIENHOFER JOHANNES A; TRZECIAK ARNOLD
    权利人:HOFFMANN LA ROCHE
    摘要:An improved solution phase synthesis of thymosin α 1 and proceeding through novel intermediates is disclosed.

    专利号:US-9458188-B2
    优先权日:2010-12-22
    标 题 :Efficient peptide couplings and their use in the synthesis and isolation of a cyclopenta (G) quinazoline trisodium salt
    发明人:KERSCHEN JAMES ALAN; BRIDGES ALEXANDER JAMES; CHOUBAL MILIND D; DALZIEL SEAN MARK; JACKS THOMAS ELLIOTT; THOMPSON ANDREW S; ZELLER JAMES ROBERT
    权利人:KERSCHEN JAMES ALAN; BRIDGES ALEXANDER JAMES; CHOUBAL MILIND D; DALZIEL SEAN MARK; JACKS THOMAS ELLIOTT; THOMPSON ANDREW S; ZELLER JAMES ROBERT; BTG INT LTD
    摘要:A new method for the synthesis of L-Glutamyl-γ-D-Glutamic acid and its use in the synthesis of (2R)-((4S)-carboxy-4-(4,N-(((6S)-2-(hydroxymethyl)-4-oxo-3,4,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino)benzamido)butanamido)pentanedioic acid, 1 are provided. Also provided is an efficient method for the isolation and purification of the trisodium salt of the abovementioned acid, 2, in a form suitable for long term storage and use in a parenteral dosing form.

    专利号:US-9284266-B2
    优先权日:2012-01-19
    标题:Method for synthesizing ramalin and ramalin precursor by using glutamic acid derivative and hydroxy aniline or hydroxy aniline having protected hydroxy group
    发明人:YIM JOUNG HAN; KIM IL CHAN; KIM DOCKYU; HAN SE JONG; LEE HYOUNG SEOK; BHATTARAI HARI DATTA; KIM TAI KYOUNG; KIM KEUN SIK
    权利人:YIM JOUNG HAN; KIM IL CHAN; KIM DOCKYU; HAN SE JONG; LEE HYOUNG SEOK; BHATTARAI HARI DATTA; KIM TAI KYOUNG; KIM KEUN SIK; KOREA INST OF OCEAN SCIENCE AND TECHNOLOGY
    摘要:Disclosed is a method of the synthesis of ramalin. It comprises reacting a glutamic acid derivative, which is prepared using alkylchloroformate, with a hydrazine salt compound, which is prepared from hydroxy aniline, whether protected or not. The synthesis method allows ramalin, excellent in antioxidant and anti-inflammatory activity, to be simply synthesized at stable yield even without use of a highly toxic solvent such as DMF. In addition, the method is cost competitive, and provides ramalin at high efficiency, thus enabling the mass production of ramalin.

    专利号:US-6737541-B2
    优先权日:2000-01-26
    标题 :Preparation of nitrogen mustard derivatives
    发明人:SIEDLECKI PAUL STANISLAW; GLANVILLE MARTIN DAVID MICHAEL
    权利人:ASTRAZENECA AB
    摘要:This invention relates to an improved synthesis of 5-(N-[(S)-N-{N,N-bis( 2-chloroethyl)amino}phenoxycarbonyl)-gamma-glutamyl]amino)isophthalic acid (also named ZD9063P), a prodrug used in Antibody Directed Enzyme Prodrug Therapy (ADEPT), a targeted cytotoxic cancer therapy. Another aspect of the invention comprises a compound of Formula (I) in which R<1 >and R<2 >are chloro, R<3 >is an alphamethylbenzylamine salt of carboxylic acid, (R<4>)n represents a benzyl protected 3,5-dicarboxylic acid and the asterisked chiral carbon in Formula (I) has S configuration, preferably in crystalline form.
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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


    参考文献:10.1385/1-59259-648-7:217
    摘要:Gbitz G, Schmid MG, Spégel P, Andersson LI, Nilsson S. Chiral Separations by HPLC Using Molecularly Imprinted Polymers. 2003 Dec 15. In: Chiral Separations. : Humana Press; 2003 Dec 15.
    参考文献:10.1007/3-540-32112-8_10
    摘要:Heinze T, Liebert T, Koschella A. Selected Examples of New Applications. 2006. In: Esterification of Polysaccharides. : Springer-Verlag; 2006.
    参考文献:10.1007/978-94-011-1322-9_9
    摘要:Andersson LI, Nicholls IA, Mosbach KH. Molecular imprinting—a versatile technique for the preparation of separation materials of predetermined selectivity. 1994. In: Highly Selective Separations in Biotechnology. : Springer Netherlands; 1994.
    参考文献:10.1007/s002890070073
    摘要:Kondo Y, Yoshikawa M, Okushita H. Molecularly imprinted polyamide membranes for chiral recognition. Polymer Bulletin. 2000 Jul 20;44(5-6):517–24. doi: 10.1007/s002890070073.
    参考文献:10.1007/978-1-4899-1872-7_24
    摘要:Andersson LI, Ekberg B, Mosbach K. Bioseparation and Catalysis in Molecularly Imprinted Polymers. 1993. In: Molecular Interactions in Bioseparations. : Springer US; 1993.
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