a simple, efficient and clean procedure has been developed for the cleavage of imines c=n bond. deprotection of imines to their parent carbonyl and amine compounds was achieved using p-toluenesulfonic acid in the solid state condition at 25-45 ˚c. the salient features of this methodology are shorter reaction times, cheap processing, high yields of product and easy availability of the catalyst. ...

2.7. Redox Deprotections 221 3. Thiol Protecting Groups 223 4. Carboxy Protecting Groups 223 4.1. Protection 224 4.2. Deprotection 226 5. Carbonyl Protecting Groups 227 5.1. Acetals 227 5.1.1. Protection 227 5.1.2. Deprotection 231 5.2. Dithioacetals 233 5.2.1. Protection 233 5.2.2. Deprotection 235 5.3. 1,3-Oxathiolanes 237 5.4. 1,1-Diacetates (Acylals) 238 5.4.1. Protection 238 5.4.2. Deprote...

Monomers allowing for the introduction of [2,5-dimethylfuran]-protected maleimides into polyamides such as peptides, peptide nucleic acids, and peptoids were prepared, as well as the corresponding oligomers. Suitable maleimide deprotection conditions were established in each case. The stability of the adducts generated by Michael-type maleimide-thiol reaction and Diels-Alder cycloaddition to ma...

Key words phosphoric acid - deprotection tert-butoxycarbonyl group peptide synthesis

A simple, efficient and clean procedure has been developed for the cleavage of imines C=N bond. Deprotection of imines to their parent carbonyl and amine compounds was achieved using p-toluenesulfonic acid in the solid state condition at 25-45 ˚C. The salient features of this methodology are shorter reaction times, cheap processing, high yields of product and easy availability of the catalyst. ...

Two sets of deprotection conditions have been evolved for the deprotection of oligodeoxyribonucleotides and their cleavage from commercially available cis -diol group-bearing universal polymer supports. In the first case, oligodeoxyribonucleotides anchored on the universal support were subjected to one of the standard deprotection conditions followed by treatment with aqueous 0.5 M sodium chlor...

Saponarin, apigenin 6-C- and 7-O-bis-β-D-glucoside, was synthesized in an overall yield of 37% via 11 steps, which included the C-glycosylation of 2,4-O-dibenzylphloroacetophenone, the introduction of a cinnamoyl residue by aldol condensation, the formation of a flavone by regioselective deprotection, and oxidative ring-closure to the final regioselective deprotection and stereoselective O-glyc...

The utility of 2-(N-isopropyl-N-anisoylamino)ethyl group for protection of internucleosidic phosphate linkages in oligonucleotide synthesis was studied. The group demonstrated high coupling yields, favorable deprotection kinetics and a high hydrolytic stability of phosphoramidite building blocks. The mechanism of deprotection was established using a model phosphate triester.

Contrary to other studies, here we describe cysteine (Cys) pseudoproline-containing peptides with short deprotection times in TFA. The deprotection times fell in the same range as other protecting groups commonly used in SPPS (e.g., 1-3 h). Moreover, when using Cys pseudoprolines as peptide macrocyclization-enhancing moieties a considerable reduction in reaction time was observed compared to a ...