95305-52-5Relevant academic research and scientific papers
Sulfonamide-Directed Chemo- and Site-Selective Oxidative Halogenation/Amination Using Halogenating Reagents Generated in Situ from Cyclic Diacyl Peroxides
Chang, Denghu,Zhao, Rong,Wei, Congyin,Yao, Yuan,Liu, Yang,Shi, Lei
, p. 3305 - 3315 (2018/03/25)
The combination of cyclic diacyl peroxides with commercially available halide salts as a unique halogenating system is utilized in Hofmann-L?ffler-Freytag-type reaction. This strategy allows for the formation of N-chloroamides, δ-brominated products, and
NMR-based assignment of isoleucine: Vs. allo -isoleucine stereochemistry
Anderson, Zoe J.,Hobson, Christian,Needley, Rebecca,Song, Lijiang,Perryman, Michael S.,Kerby, Paul,Fox, David J.
, p. 9372 - 9378 (2017/11/22)
A simple 1H and 13C NMR spectrometric analysis is demonstrated that permits differentiation of isoleucine and allo-isoleucine residues by inspection of the chemical shift and coupling constants of the signals associated with the proton and carbon at the α-stereocentre. This is applied to the estimation of epimerisation during metal-free N-arylation and peptide coupling reactions.
Aqueous MW eco-friendly protocol for amino group protection
Nardi,Cano, N. Herrera,Costanzo,Oliverio,Sindona,Procopio
, p. 18751 - 18760 (2015/06/15)
In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di-tert-butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The reaction proved to be chemoselective in presence of ambident nucleophiles and water solution of di-tert-butyl carboxylic acid or chloride acid are the only wastes produced.
Chemoselective Intramolecular Functionalization of Methyl Groups in Nonconstrained Molecules Promoted by N-Iodosulfonamides
Paz, Nieves R.,Rodríguez-Sosa, Dionisio,Valdés, Haydee,Marticorena, Ricardo,Melián, Daniel,Copano, M. Belén,González, Concepción C.,Herrera, Antonio J.
supporting information, p. 2370 - 2373 (2015/06/02)
Mechanistic evidence observed in Hofmann-L?ffler-Freytag-type reactions has been crucial to achieve the chemoselective functionalization of methyl groups under mild conditions. Radical-mediated methyl iodination and subsequent oxidative deiodination are the key steps in this functionalization, where iodine chemistry has a pivotal role on the formation of the C-N bond. The concepts of single hydrogen atom transfer (SHAT) and multiple hydrogen atom transfer (MHAT) are introduced to describe the observed chemoselectivity. (Chemical Equation Presented).
A modified synthetic approach to optically pure benzoxazepines from amino acid precursors using intramolecular buchwald-hartwig C-O bond-formation reaction
Bhattacharya, Debleena,Behera, Ashok,Hota, Sandip K.,Chattopadhyay, Partha
, p. 585 - 592 (2011/04/12)
Palladium-catalyzed intramolecular aryl etherification reaction using bulky binaphthylphosphane ligand is shown to be a convenient method for the synthesis of seven-membered heterocycles. Application of this methodology to a naturally occurring proteinoge
Syntheses of novel chiral calix[4]crown: Lariat calix[4]-1,3-aza-crowns with chiral amino acid groups as branched chains
Yang, Fafu,Liu, Zhiqiang,Huang, Zhisheng,Guo, Hongyu,Hong, Biqiong
scheme or table, p. 3485 - 3490 (2011/10/02)
The first examples of lariat calix[4]-1,3-aza-crowns with chiral amino acid groups as branched chains (5a and 5b) were designed and synthesized via a 1+1 addition reaction of calix[4]-1,3-substituted benzaldehyde derivative (4) and amino acid hydrazide derivatives (3a and 3b) in yields of 70% and 75%, respectively. The preliminary extraction experiments suggested that hosts 5a and 5b possessed good complexation abilities for-amino acids.
Synthesis of novel chiral calix[4]crown: Lariat calix[4]-1,3-aza-crown with chiral amino acid group as branched chain
Yang, Fafu,Hong, Biqiong,Guo, Hongyu,Huang, Zhisheng,Zhang, Xiaoyi
scheme or table, p. 358 - 360 (2012/05/31)
The novel lariat calix[4]-1,3-aza-crowns with chiral amino acids groups as branched chain (5a) and (5b) were synthesized via "1+1" addition of calix[4]-1,3-substituted benzaldehyde derivative (4) and amino acids hydrazide derivatives (3a) and (3b) in yields of 70% and 75%, respectively.
Synthesis of α-amino acids by reaction of aziridine-2-carboxylic acids with carbon nucleophiles
Beresford, Kenneth J. M.,Church, Nicola J.,Young, Douglas W.
, p. 2888 - 2897 (2008/02/08)
A variety of homochiral α-amino acids have been prepared in good yield via regioselective reaction of higher order cuprates with (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid 4. The reaction was much less regioselective and low yielding when higher order cuprates were reacted with the more hindered aziridine carboxylic acid 30, the principal products being protected β-amino acids. Reaction of lithium trimethylsilylacetylide with the aziridine acid 30, however, gave a protected α-amino acid which was converted to the protected isoleucine ester 37. The Royal Society of Chemistry 2006.
Redox N-Alkylation of Tosyl Protected Amino Acid and Peptide Esters
Papaioannou, Dionissios,Athanassopoulos, Constantinos,Magafa, Vassiliki,Karamanos, Nikos,Stavropoulos, George,et al.
, p. 324 - 333 (2007/10/02)
Condensation of Nα-tosylated amino acid and peptide esters with alcohols (MeOH, EtOH, iPrOH) in the presence of the triphenylphosphine-diethyl azodicarboxylate adduct produced excellent yields of the corresponding Nα-alkyl
