Protecting group amino acids

The Paloc group was developed as an amino acid protective group that is introduced with the p-nitrophenyl carbonate (H2O, dioxane, 68-89% yield). It is exceptionally stable to TFA and to rhodium-catalyzed allyl isomerization, but it is conveniently cleaved with Pd(Ph3P)4 (methylaniline, THF, 20°, 10 h, 74-89% yield). ... 

Amino Acid Protecting Groups Suitable for Solution Synthesis Protecting Groups Suitable for Solid-Phase Synthesis on HMFS Resin... 

Standard amino acid protecting groups that were used routinely in BOC-peptide synthesis. For Lys the -nitrogen has the potential to cyclize. We sometimes protect this with the fluorenylmethyloxycarbonyl (FMOC) protecting group. 

Amino acid-protecting groups such as benzyloxycarbonyl and t-butoxycarbonyl groups are cleaved by BBr3. 

Patrikeev et al. also employed imprinted silicas for thin layer chromatography. The silica was mixed with plaster and immobilised on a plate for use in the separation and identification of gramines [31] and for the resolution of amino acid derivatives [29]. In the latter experiment it was found that the influence of the amino acid protective group, dinitrophenol, was too dominant to allow the separation of... 

Cleavage of protective groups of amino acids. Some amino acid protective groups, for example CBZ and benzyl esters and ethers, are cleaved by palladium black BOC, t-butyl esters, and ethers are stable. If liquid ammonia is used as solvent, the catalyst is not poisoned by sulfur-containing amino acid residues. ... 

Isodro-Llobet A, Alvarez M, Albericio F (2009) Amino acid protecting groups. Chem Rev 109 2455-2504... 

The amino acid protection groups and peptide type will determine the scavenger reagents needed during HF cleavage. The scavenger flow chart (Fig. 4) can be used for this purpose. The amount of scavenger can be read from Table 5. 

Amino acid protecting groups such as benzyloxycarbonyl and r-butoxycarbonyl groups are cleaved by BBr3. However, the hydrolysis of the ester function also occurs under the same reaction conditions. Debenzylation and debenzyloxymethylation of uracils proceed successfully in aromatic solvents, but demethyla-tion is more sluggish and less facile (eq 8). ... 

Amino acid protecting group, cleaved under basis... 

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