275827-13-9Relevant academic research and scientific papers
The (2-phenyl-2-trimethylsiylyl)ethyl (PTMSE) ester - A carboxy protecting group cleavable under neutral conditions
Wagner, Michael,Kunz, Horst
, p. 928 - 936 (2007/10/03)
(2-Phenyl-2-trimethylsilyl)ethyl (PTMSE) esters of aminoacids and peptides are stable under the conditions of hydrogenolytic cleavage of benzoxycarbonyl(Z) and benzyl ester groups, base-induced removal of Fmoc groups, palladium(0)-catalyzed removal of allyloxycarbonyl (Aloc) and even acidolytic cleavage of Boc groups. PTMSE esters are also stable under the conditions of peptide condensation reactions. The PTMSE ester is selectively cleaved by treatment with tetrabutylammonium fluoride (TBAF) trihydrate in dichloromethane, i.e. under almost neutral conditions, within a few minutes and, therefore, considered a valuable novel carboxy protecting group.
(2-Phenyl-2-trimethylsilyl)ethyl (PTMSE) esters - A novel carboxyl protecting group
Wagner, Michael,Kunz, Horst
, p. 400 - 402 (2007/10/03)
A novel silicon-containing protecting group based on the known 2- (trimethylsilyl)ethyl system has been developed for the protection of the carboxylic group, e.g. in peptide chemistry. The new protecting group can be cleaved by treatment with tetra-n-butylammonium fluoride much more rapidly than the known 2-(trimethylsilyl)ethyl group, leading to less side reactions.
