Acetohydroxamic Acid for Peptide Synthesis

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概要

• 論文の詳細を見る

• The ester derivatives of acetohydroxamic acid md N, N-diacetyl hydroxylamine, N, O-diacetyl hydroxylamine and triacetyl hydroxylamine were assured to be capable of being used as activated esters. At first, evaluation of acyl activating ability was made by reacting the above compounds with amine, and it was shown that all of them worked to yield amides with excellent conversion and that, among them, triacetyy hydroxylamine was most powerfull, where acetylation of amines went through its imide carbonyl group. Furthemore, dipeptide synthesis was found to accomplish without any racemization and in a good yield by use of acetohydroxamic acid. Next syntheses of polymers containing hydroxamic acid structure were carried out by the following routes. (a) methyl methacrylate was copolymerized with N-methacrylobenzyloxyamine and the copolymer obtained was debenzylated, (b) N-methacrylo-N, O-diacetyl hydroxylamine was polymerized, followed by hydrolysis and copolymers with styrene or methyl methacrylate were deacylated. The polymer obtained by route (a) was converted to the activated polymer ester of N-blocked diglycine and removal of the protecting group would provide a method for preparation of cyclic diglycine.

• 東京工芸大学の論文

著者

• Narita Mitsuaki

  Assistant Professor Department Of Industrial Chemistry Tokyo University Of Agriculture And Technolog

• TERAMOTO Takero

  Lecturer, Professor, Department of Industrial Chemistry, Faculty of Engineering, Tokyo Institute of

• KUROSAKI Toshikazu

  Lecturer, Professor, Department of Industrial Chemistry, Faculty of Engineering, Tokyo Institute of

• OKAWARA Makoto

  Research Laboratory of Resources Utilization, Tokyo Institute of Technology

• Okawara Makoto

  Professer Research Laboratory Of Resources Utilization Tokyo Institute Of Technology

• Okawara Makoto

  Research Laboratory Of Resources Utilization Tokyo Institute Of Technology

• Teramoto Takero

  Lecture Master Course Fellow And Professer Department Of Ndustrial Chemistry

• Kurosaki Toshikazu

  Lecture Master Course Fellow And Professer Department Of Ndustrial Chemistry

関連論文

• Acetohydroxamic Acid for Peptide Synthesis
• Polymers Having Stable Radicals : Electrochemical and Chemical Behaviors of the Polymer Having Nitroxyls.
• Optically Active 1-Hydroxy-3-Substituted Succinimides for Enantioselective Peptide Synthesis
• Enantioselective Peptide Synthesis by Using the Optically Active Polymer Containing the 1-Benzyl-3-Hydroxy-5-Isobutyl-Hydantoin Structure
• Convenient synthesis of .ALPHA.-mercaptoalkanoic acid esters using S-cyanomethyl thiocarbamates.
• Reduction of alloxan by cyanide ion. Isolation of alloxan radical anion salts and alloxantin.
• Tri(hetero)substituted Carbonium Ions. I. Neighboring-Group Participation of the N,N-Dimethyldithiocarbamate Function Involving the Intermediacy of 2-Dimethylamino-1,3-dithiolanylium Ion
• Tri(hetero)substituted Carbonium Ions. II. 2-Dialkylamino-1,3-dithiolanylium Ions. Reactions with Nucleophiles and Ambident Behaviors
• 2-Substituted Imino-1,3-dithiolanes. Their Thermal Ring-isomerizations and Reactions with Epoxides
• Acyl transfer from S-monoacyldihydrolipoamide to benzylamine in the presence of oxidizing agents.
• Tri(hetero)substituted Carbonium Ions. III. Ring-size Effects on the Dual Reactivities of 2-Dimethylamino-1,3-dithiolanylium Ion and Its Ring Analogs as Ambident Electrophiles
• Tri(hetero) substituted Carbonium Ions. VI. An Anomalous Reaction of 2-Methylthio-1,3-dithiolanylium Ion with N,N-Dimethyldithiocarbamate Anion
• Tri(hetero)substituted Carbonium Ions. IV. Reactions of N,N′-Dimethyl-S,S′-dimethyldithiocarbamidium Ion with Various Nucleophiles
• Reactions of Various Thione-compounds with Epoxides. A New Method for the Transformation of the C=S Bond into the C=O
• Reactions of 4-acyl-2-phenyl-1,3,4-oxadiazoline-5-thiones with alcohols in the presence of metal ions.
• Liquid phase peptide synthesis by fragment condensation on soluble polymer support. IV. Relative reactivities of N-t-butoxycarbonyl(Boc)amino acids and Boc-oligopeptide acids in their esterification with soluble chloromethylated polystyrene.
• The Dehydration of N-Benzyloxy and N-Hydroxymaleamic Acid and the Isomerization of N-Benzyloxyisomaleimide
• Imidothiocarbonates. V. Preparations and Properties of Novel Azomethine Ylides and Thiocarbonyl Ylides from Sulfur-contained Heterocycles
• Syntheses and Reactions of Functional Polymers. LVII. Synthesis and Polymerization of Isopropenyl-1,3,4-oxadiazolin-5-ones
• Ring-opening Polymerization of 2-Methyl-1,3,4-oxadiazolin-5-one
• Tri(hetero)substituted Carbonium Ions. VIII. The Hydride Reduction of Cyclic and Open-chain Dithiocarbamidium Salts
• Iminodithiocarbonates. IV. Pyrolyses of N-Acyl Immonium Salts of Iminodithiocarbonates
• Syntheses and Reactions of Functional Polymers. LIV. Syntheses and Polymerizations of O-Substituted-N-hydroxymaleimides
• Iminodithiocarbonates. III. Reactions with Some Electrophiles and the Structural Effect on Nucleophilic Reactivities and Basicities
• Tri(hetero)substituted carbonium ions. XI. A novel synthetic route to 2-dialkylamino-4-alkyl-1,3-dithiolium salts.
• (1,3-Dithiolan-2-yl)trimethylammonium Iodide. An Electrophilic Dithiolanylating Reagent

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