Transcription of Safety-Catch Protecting Groups in Peptide Synthesis
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" Safety-Catch " Protecting Groups IN Peptide Synthesis * Marcel PATEK and Michal LEBL Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6 Received May 3, 1991 Accepted August 31, 1991 A new benzhydryl-type protective Groups for amides based on the concept of converting a stable Protecting group into a labile one ( Safety-Catch principle) are described. The p-substituted benz- hydrylamine derivatives ZlI(a, b), IV(a, b) are shown to be labile toward various acids but in their oxidized state - V(a, b), VI(a, b) exhibit the resistance to conditions commonly used for removal the Boc group , Independent removal of Boc or Fmoc Groups , each in the presence of derivative VIa, is demonstrated by a Synthesis of Pro-Leu-Gly-NH2.
"SAFETY-CATCH" PROTECTING GROUPS IN PEPTIDE SYNTHESIS* Marcel PATEK and Michal LEBL ... which makes this amino acid more difficult to couple and cleave. Both amino acid ... are earlier studies of Okamoto and Brownz1 which utilized the Hammett equation
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PROTECTING GROUPS, Acid, Amino Groups, Amino, Coupling Reagents, Amino acid, Amino protecting groups, ORTHOGONALITY OF PROTECTING GROUPS, Protecting, Groups, Solid Phase Peptide Synthesis, Strategies and Resins, Review of Organosilanes in Organic Chemistry, Methods in Peptide Synthesis. Part, Amino Acid-Protecting Groups, Protecting Groups Handout A