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  • 1
    Electronic Resource
    Electronic Resource
    Anwendung von N-Tritylaminosäure-(1-benzotriazolylestern) bei der Synthese von Peptiden (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 1308-1318 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Application of N-Tritylamino Acid 1-Benzotriazolyl Esters in Peptide SynthesisThe application of N-tritylamino acid 1-benzotriazolyl esters 2 in peptide synthesis is investigated using as model compounds leucine-enkephalin (18) and leucine-enkephalinamide (19). The reactions are performed in solution and on the surface of solids. New spectrophotometric methods, based on the facile cleavage of the N-trityl group and on the measurement of the absorbance of the released triphenylmethanol, are used to monitor the coupling steps and to determine the free amino groups on the solid carrier.
    Notes: Der synthetische Nutzen von N-Tritylaminosäure-(1-benzotriazolylestern) 2 beim Aufbau von Peptiden-wird am Beispiel von Leucin-Enkephalin (18) und Leucin-Enkephalinamid (19) untersucht. Die Synthese wird in Lösung und an Festkörpern durchgeführt. Neue spektrophotometrische Meßmethoden, die auf der leichten Abspaltbarkeit der N-Trityl-Gruppe basieren und bei denen die Absorption des frei gewordenen Triphenylmethanols bestimmt wird, dienen zur Verfolgung der Verknüpfungsschritte und zur Bestimmung der freien Aminogruppen am Festkörper.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840707
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  • 2
    Electronic Resource
    Electronic Resource
    Einsatz von Trt- und Fmoc-Gruppen zum Schutz polyfunktioneller α-Aminosäuren (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 1025-1030 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Application of the Trt and Fmoc Groups for the Protection of Polyfunctional α-Amino AcidsSimple methods for the preparation of ditrityl amino acids 3 and their application for the synthesis of the peptides 9-27 are described. Selective detritylation of 3 and of the synthesized ditrityl peptides is achieved with 1% trifluoroacetic acid in dichloromethane. The resulting Nα-detritylated amino acids 5 were converted into the corresponding fluorenylmethoxycarbonyl amino acids 6 under Schotten-Baumann conditions using fluorenylmethyl chloroformate.
    Notes: Es werden einfache Methoden zur Darstellung von Ditrityl-Aminosäuren 3 und ihre Anwendung zur Synthese der Peptide 9-27 beschrieben. Selektive Nα-Detritylierung wird bei 3 und bei den synthetisierten Ditrityl-Peptiden durch Einwirkung von 1proz. Trifluoressigsäure in Dichlormethan erzielt. Die an der Seitenkette detritylierten Aminosäuren 5 lassen sich unter Schotten-Baumann-Bedingungen durch Reaktion mit Fluorenylmethylchlorformat in die entsprechenden Fluorenylmethoxycarbonyl-Aminosäuren 6 überführen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870868
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  • 3
    Electronic Resource
    Electronic Resource
    Peptidsynthetisch interessante Derivate von L-Canalin (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 287-291 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: L-Canaline Derivatives of Interest in Peptide Synthesis(S)-4-(tert-Butyloxycarbonylaminooxy)-2-(tritylamino)butyric acid (8) and the p-toluenesulfonate of phenacyl (S)-2-amino-4-(phthalimidooxy)butyrate (10) have been synthesized from N-tritylhomoserine (2) in five and three steps, respectively.
    Notes: (S)-4-(tert-Butyloxycarbonylaminooxy)-2-(tritylamino)buttersäure (8) und das p-Toluolsulfonat von (S)-2-Amino-4-(phthalimidooxy)buttersäure-phenacylester (10) werden in fünf bzw. drei Stufen aus N-Tritylhomoserin (2) synthetisiert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619860208
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  • 4
    Electronic Resource
    Electronic Resource
    Darstellung von N-Tritylaminosäuren aus N-Trimethylsilylaminosäure-trimethylsilylestern (1988)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 1083-1084 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Preparation of N-Tritylamino Acids from N-Trimethylsilylamino Acid Trimethylsilyl EstersPersilylated amino acids are used to prepare Nα-tritylamino acids 2, 4, and 6 in high yields by cleavage of the Si—N bond with trityl chloride in chloroform under reflux. The side chains of Lys, Orn and Cys are simultaneously tritylated while silylprotected hydroxy and carboxy groups are not affected under these conditions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198819881111
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    Paper (German National Licenses)
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