Potassium Fluoride-Mediated Deprotection of Fmoc-Amino Acid Esters: One-Pot Peptide Synthesis
نویسندگان
چکیده
Key words potassium fluoride - amino acid deprotection peptides fluorenylmethyl carbamates amides one-pot synthesis
منابع مشابه
Acid cleavage/deprotection in Fmoc/tBu solid-phase peptide synthesis.
In general, a solid-phase peptide synthesis (SPPS) consists of the assembly of a protected peptide chain on a polymeric support (=synthetic step) and the subsequent cleavage/deprotection to release the crude, deprotected peptide from the solid support (=cleavage step). Usually, these two steps are followed by chromatographic purification of the crude peptide (see Chapters 1,2,4, and 5, PAP). Th...
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Addition of Potassium cyanide to a mixture of Schiff base and lithium perchlorate afforded a-aminonitriles in high yields. Addition of potassium cyanide to a methanolic solution of Schiff base and phosphoric acid afforded a-aminonitriles. When the reaction mixture was refluxed it gave a-amino acids in high yields.
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The deprotection step is crucial in order to secure a good quality product in Fmoc solid phase peptide synthesis. 9-Fluorenylmethoxycarbonyl (Fmoc) removal is achieved by a two-step mechanism reaction favored by the use of cyclic secondary amines; however, the efficiency of the reaction could be affected by side reactions and by-product formation. Several aspects have to be taken into considera...
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A novel acetyl chloride-mediated cascade transformation involving three components (benzyl carbamate, ethyl glyoxylate and arene nucleophiles) is reported. Aryl orthogonally protected α-amino acids are obtained in a one pot cascade, using a mild AcOH-AcCl system, via a critical autocatalytic dehydration-activation step ensuring an original and efficient Friedel-Crafts orchestration.
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Phosphine-catalyzed [3+2]cycloaddition reactions of electron-deficient allenes and alkynes with a,b-unsaturated carbonyl compounds can give access to important highly functionalized cyclopentenes. The seminal example of such a transformation was first reported by Lu et al. in 1995, and its asymmetric version in 1997 by the group of Zhang. However, it took another ten years before the potential ...
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ژورنال
عنوان ژورنال: Synfacts
سال: 2022
ISSN: ['1861-194X', '1861-1958']
DOI: https://doi.org/10.1055/s-0041-1738724