70340-04-4Relevant articles and documents
Construction of diverse peptide structural architectures: Via chemoselective peptide ligation
Bierer, Donald,Cheung, Carina Hey Pui,Huang, Xuhui,Lee, Chi Lung,Li, Xuechen,Wei, Ruohan,Xu, Jianchao,Zhang, Yanfeng
, p. 7091 - 7097 (2021)
Herein, we report the development of a facile synthetic strategy for constructing diverse peptide structural architectures via chemoselective peptide ligation. The key advancement involved is to utilize the benzofuran moiety as the peptide salicylaldehyde ester surrogate, and Dap-Ser/Lys-Ser dipeptide as the hydroxyl amino functionality, which could be successfully introduced at the side chain of peptides enabling peptide ligation. With this method, the side chain-to-side chain cyclic peptide, branched/bridged peptides, tailed cyclic peptides and multi-cyclic peptides have been designed and successfully synthesized with native peptidic linkages at the ligation sites. This strategy has provided an alternative strategic opportunity for synthetic peptide development. It also serves as an inspiration for the structural design of PPI inhibitors with new modalities. This journal is
One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols
Abaev, Vladimir T.,Chalikidi, Petrakis N.,Demidov, Oleg P.,Gutnov, Andrey V.,Magkoev, Taimuraz T.,Trushkov, Igor V.,Uchuskin, Maxim G.
, p. 9838 - 9846 (2021/07/28)
Two approaches for the synthesis of substituted phosphonium salts from easily available benzyl alcohols and their heterocyclic analogs have been developed. The developed protocols are complementary: the direct mixing of alcohol, trimethylsilyl bromide, and triphenylphosphine in 1,4-dioxane followed by heating at 80 °C was found to be more efficient for acid-sensitive substrates, such as salicyl or furfuryl alcohols as well as secondary benzyl alcohols, while a one-pot procedure including sequential addition of trimethylsilyl bromide and triphenylphosphine gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.
Unexpected detection of 3-aroylbenzofuran side products in the preparation of 2-arylbenzofurans: Identification, characterization, and comparison with chalcone's fragmentation patterns using EI/MSn
Begala, Michela,Delogu, Giovanna Lucia
, p. 750 - 760 (2019/09/03)
A gas chromatography-mass spectrometry study of the intramolecular Wittig reaction revealed, together with the expected 2-phenylbenzofuran, the formation of an unexpected side product that has not been reported until now. This study reports the identification of the by-product, ie, the 3-benzoyl-2-phenylbenzofuran, on the base of its mass spectrometric behaviour using a combination of electron ionization, exact mass measurement, multiple stage mass spectrometry, and labelled compounds. This study reports the common fragmentation pathways and discusses possible fragment structures of characteristic ions from a series of 3-aroyl-2-arylbenzofuran derivatives obtained as by-product under Wittig conditions. Emphasis is laid on the formation and structure investigation of the [M-H]+ and [M-OH]+ ions. Our results showed interesting analogies with the mass spectrometric behaviour of chalcones.
