Reagents for peptide couplings

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Synthesis of peptides

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530334, 530338, 530339, 530340, 530341, 544235, 544253, 544262, 554 35, C07K 500

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056440294

ABSTRACT:
This invention relates to a process for forming an amide or an ester from a reaction between an amine or an alcohol, respectively and an acylating derivative of a carboxylic acid, in the presence of an effective amount of a compound having the formula: ##STR1## and N-oxides thereof and salts thereof.

REFERENCES:
patent: 3725380 (1973-04-01), Konig et al.
Przybylski, Roczniki Chemii 51, 939 (1977).
Gross, The Peptides vol. 2, pp. 125-127, 131-133 & 139-141 vol. 3, 261-265 1980.
Jencks, Catalysis in Chem & Enzymol pp. 91 & 107-111, 1969.
Reese, J Chem Soc Perk Trans 1, 2291, 1993.
Cross, et al., "ipso Nitration. XXV. Nitration of di-tert-butylphenols. a-(3,5-di-tert-butylphenoxy) isobutyric acid, and 3,5-di-tert-butylphenoxyacetic acid: formation of nitrodienones and nitrodienes containing a secondary nitro group", Can. J. Chem., 62, 2803-2812 (1984).
D'Anello, et al., "5-Oxazolones, II, 2,4-Diaryl-4-(2,4-dinitroaryl)-5 (4H)-oxazolones: Synthesis and Acid-Catalyzed Transformation into 1-Hydroxy-1H-indazole Derivatives", Chem, Ber. 121, 67-73 (1988).
Davis, et al., "REactions of B-(Lithiomethyl) azines with Nitriles as a Route to Pyrrolo-pyridines, -quinolines, -pyrazines, -quinoxalines and -pyrimidines", Tetrahedron, 48, 939-952 (1992).
De Roos, et al., "Deazapurine Derivatives. VII. Synthesis of substituted imidaza-and triazolo-pyridines.", Recueil, 90, 1166-1180 (1971).
Biloski, et al., "Improved Oxidation of Amines with Dibenzoyl Peroxide", Synthesis, 537-538 (1989).
Chen, et al., "A New Coupling Reagent for Peptide Synthesis. Benzotriazolyloxy-Bis(Pyrrolidone)-Carbonium Hexafluorophosphate (BBC)", Tetrahedron Letters, 33, 647-650 (1992).
Clark, et al., "Preparation of Indoles and Oxindoles for N-(tert-Butoxycarbonyl)-2-alkylanilines", Synthesis, 871-878 (1991).
Coste, et al., "PyBOP: A New Peptide Coupling Reagent Devoid of Toxic By-Product", Tetrahedron Letters, 31, 205-208 (1990).
Hashimoto, et al., "A Multi-Centered Electrophile Formed From a Unique Bioactive Cyclic Hydroxamic acid, 4-Hydroxy-7-Methoxy-2H-l,4-Benzoxazin-3 (4H)-One", Tetrahedron, 47, 1837-1860 (1991).
Henklin, et al., "New uronium salt as coupling reagents in peptide chemistry", Peptides, 67-68 (1990).
Kim, et al., "A Novel Synthesis of 1-OXA-HPMPA: A Potent Antiviral Agent Against Herpesviruses",Tetrahedron Letters, 33: 25-28 (1992).
Kiso, et al., "Efficient Solid Phase Peptide Syntheis on a Phenacyl-Resin by Methane-Sulfonic Acid a-Amino Deprotecting Procedure", Chem. Pharm. Bull., 38 (270-272) 1990.
Knorr, et al., "New Coupling Reagents in Peptide Chemistry", Tetrahedron Letters, 30, 1927-1930 (1989).
Kundu, et al., "Racemization studies with 1-(B-naphthalenesulfonyloxy)-benzotriazole (NSBT)-An efficient peptide coupling reagent", Indian Journal of Chemistry, 28B 604-605 (1989).
Laus, et al., "Synthesis of 1-Amino-1H-1,2,4-triazoles", Synthesis, 269-272 (1989).
Mahadevan, et al., "Synthesis of Pyrrolopyridines (Azaindoles)", J. Heterocyclic Chem., 29, 359-367 (1992).
Quiroz, et al., "Reaction of 7-Substituted 4-Hydroxyl-1,4-Benzoxazin-3-Ones in Strongly Acidic Media", Hetercocycles, 32, 1681-1685 (1991).
Takeda, et al., "A Convenient Synthesis of Peptide Using Oxallates", Tetrahedron Letters, 24, 4451-4454 (1983).
Tanaka, et al., "Synthesis of Cyclic Hydroxamic Acid Derivatives, and Their Chelating Abilities and Biological Activities", Chem. Pharm. Bull., 36, 2323-2330 (1988).
Azev, et al., Structure and Properties of 1-and 3-Hydroxytriazolo [4,5-b] pyridines, Chem. herterocycl. Cpds., (USSR) 1172-1176 1976.
Sacher, et al., Insecticidal and Anticholinesterase Activity of Benzotriazolyl Methyl and Dimethylcarbamates, J. Agr. Food Chem., vol. 21. No. 1, 1973, 132-135.
Mokrushina, et al., Reaction of 2-Nitro-3-fluorpyridine with Hydrazine, Chem. Hetercoycl. Cpds., (USSR) 880 (1975).

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