37732-74-4Relevant academic research and scientific papers
Multivalent thioglycopeptoids via photoclick chemistry: Potent affinities towards LecA and BC2L-A lectins
Caumes,Gillon,Legeret,Taillefumier,Imberty,Faure
, p. 12301 - 12304 (2015)
Solution-phase synthesis of linear and cyclic β- and α,β-peptoids was coupled to photo-induced thiol-ene coupling reaction to readily access multivalent thioglycoclusters. A tetrameric cyclic β-peptoid scaffold displaying 1-thio-β-D-galactose or 1-thio-α-D-mannose has revealed by ITC experiments efficient binding potency for bacterial lectins LecA and BC2L-A, respectively.
Polymer coated magnetically separable organocatalyst for C[sbnd]N bond formation via aza-Michael addition
Panwar, Vineeta,Ray, Siddharth S.,Jain, Suman L.
, p. 5026 - 5032 (2016/11/02)
A polyacrylamide coated magnetite (PAM@MNP) catalyst was synthesized by following a two step approach involving the reaction of magnetite (Fe3O4) particles with coupling agent 3-(trimethoxysilyl)propyl methacrylate followed by grafting of acrylamide and subsequent polymerization via surface initiated radical polymerization technique. The synthesized organocatalyst was used for a one-pot aza-Michael addition reaction of amines with electron deficient alkenes to give β-amino carbonyls. The magnetic properties of the synthesized organocatalyst provide it a facile recovery by external magnet which eliminates the problems arising during catalyst separation by conventional filtration.
Lipase-catalyzed aza-michael reaction on acrylate derivatives
Steunenberg, Peter,Sijm, Maarten,Zuilhof, Han,Sanders, Johan P. M.,Scott, Elinor L.,Franssen, Maurice C. R.
, p. 3802 - 3813 (2013/06/05)
A methodology has been developed for an efficient and selective lipase-catalyzed aza-Michael reaction of various amines (primary and secondary) with a series of acrylates and alkylacrylates. Reaction parameters were tuned, and under the optimal conditions it was found that Pseudomonas stutzeri lipase and Chromobacterium viscosum lipase showed the highest selectivity for the aza-Michael addition to substituted alkyl acrylates. For the first time also, some CLEAs were examined that showed a comparable or higher selectivity and yield than the free enzymes and other formulations.
Bridged 5,6,7,8-tetrahydro-1,6-naphthyridines, analogues of huperzine A: Synthesis, modelling studies and evaluation as inhibitors of acetylcholinesterase
Vanlaer, Sofie,Voet, Arnout,Gielens, Constant,De Maeyer, Marc,Compernolle, Frans
scheme or table, p. 643 - 654 (2009/07/17)
Derivatives of 6,8-bridged 5,6,7,8-tetrahydro-1,6-naphthyrid-ines, designed as analogues of huperzine A, were synthe-sised and evaluated as inhibitors of acetylcholinesterase. In a first approach, C3-bridged naphthyridines were constructed by internal nucleophilic aromatic substitution of 2-chloro-3-(1-piperidinylmethyl)pyridine precursors containing a 3-CO 2Me group on the 1-piperidinyl ring moiety. Alternatively, ring-closing metathesis on 6,8-diallyl-substituted tetrahydro-1,6-naphthyridines was applied to construct an unsaturated C4 bridge. Some of the target compounds showed inhibition of acetylcholinesterase but lower than that of huperzine A. The relative order of inhibition activities could be rationalised by comparative docking simulation studies on the basis of the known crystal structure of the ace-tylcholinesterase-huperzine A complex.
Stereoselective synthesis of N-alkylaziridines from N-chloroamines
Bew, Sean P.,Hughes,Palmer, Nicholas J.,Savic, Vladimir,Soapi, Katy M.,Wilson, Martin A.
, p. 4338 - 4340 (2007/10/03)
We report the first racemic and stereoselective synthesis of cis- and trans-N-alkylaziridines via N-chloroamines; using this methodology an N-3,4,5-trimethoxybenzylaziridine was synthesised and efficiently cleaved, affording the corresponding NH aziridine
Facile synthesis of substituted 2,3,4,7-tetrahydro-1H-azepines via ring-closing metathesis
Brass, Sascha,Gerber, Hans-Dieter,D?rr, Stefanie,Diederich, Wibke E.
, p. 1777 - 1786 (2007/10/03)
A highly efficient synthesis based on inexpensive and readily available starting material towards the pharmacologically interesting class of substituted 2,3,4,7-tetrahydro-1H-azepines via a ring-closing metathesis (RCM) approach employing Grubbs catalysts
Pyrrolidine-2,3-dione, 1-Allylpyrrolidine-2,3-dione and 1-Ethoxypyrrolidine-2,3-dione
Sundberg, Richard J.,Pearce, Bradley C.,Laurino, Joseph P.
, p. 537 - 539 (2007/10/02)
Authentic pyrrolidine-2,3-dione has been prepared by two different routes.It is shown that the material previously reported is actually a hydrolysis product, 4-amino-2-oxobutyric acid. 1-Allyl- and 1-ethoxypyrrolidine-2,3-dione have been prepared as N-pro
