62790-85-6Relevant academic research and scientific papers
Synthesis of N-benzyl substituted 1,4-imino-L-lyxitols with a basic functional group as selective inhibitors of Golgi α-mannosidase IIb
Klunda, Tomá?,?esták, Sergej,Kóňa, Juraj,Poláková, Monika
, p. 424 - 431 (2019)
Inhibition of the biosynthesis of complex N-glycans in the Golgi apparatus is one of alternative ways to suppress growth of tumor tissue. Eight N-benzyl substituted 1,4-imino-L-lyxitols with basic functional groups (amine, amidine, guanidine), hydroxyl an
KRAS G12D INHIBITORS
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Paragraph 0963, (2021/03/05)
The present invention relates to compounds that inhibit KRas G12D. In particular, the present invention relates to compounds that inhibit the activity of KRas G12D, pharmaceutical compositions comprising the compounds and methods of use therefor.
Silicon-Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Baggerman, Jacob,Jordaan, Daan,Liang, Dong-Dong,Streefkerk, Dieuwertje E.,Wagemakers, Jorden,Zuilhof, Han
supporting information, p. 7494 - 7500 (2020/03/23)
SuFEx reactions, in which an S?F moiety reacts with a silyl-protected phenol, have been developed as powerful click reactions. In the current paper we open up the potential of SuFEx reactions as enantioselective reactions, analyze the role of Si and outline the mechanism of this reaction. As a result, fast, high-yielding, “Si-free” and enantiospecific SuFEx reactions of sulfonimidoyl fluorides have been developed, and their mechanism shown, by both experimental and theoretical methods, to yield chiral products.
Facile Synthesis of Sequence-Regulated Synthetic Polymers Using Orthogonal SuFEx and CuAAC Click Reactions
Yang, Cangjie,Flynn, James P.,Niu, Jia
supporting information, p. 16194 - 16199 (2018/11/23)
The orthogonal sulfur–fluoride exchange reaction (SuFEx) and copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) are employed to synthesize sequence-regulated synthetic polymers. The high efficiency and broad tolerance of SuFEx and CuAAC to diverse chemical functionalities enable the one-pot synthesis of polydispersed sequence-controlled polymers by step-growth copolymerization in high yield and sequence complexity. Furthermore, iterative SuFEx and CuAAC coupling reactions on a solid support, without the need of protecting groups, afford monodispersed sequence-defined oligomers. The use of this orthogonal pair of click reactions provides new opportunities to facilely access sequence-regulated synthetic polymers with a high degree of structural diversity.
Discovery of Novel N-(4-Hydroxybenzyl)valine Hemoglobin Adducts in Human Blood
Degner, Amanda,Carlsson, Henrik,Karlsson, Isabella,Eriksson, Johan,Pujari, Suresh S.,Tretyakova, Natalia Y.,T?rnqvist, Margareta
, p. 1305 - 1314 (2018/12/11)
Humans are exposed to a wide range of electrophilic compounds present in our diet and environment or formed endogenously as part of normal physiological processes. These electrophiles can modify nucleophilic sites of proteins and DNA to form covalent addu
Regioselective Iridium-Catalyzed Asymmetric Monohydrogenation of 1,4-Dienes
Liu, Jianguo,Krajangsri, Suppachai,Singh, Thishana,De Seriis, Giulia,Chumnanvej, Napasawan,Wu, Haibo,Andersson, Pher G.
supporting information, p. 14470 - 14475 (2017/10/24)
A highly efficient regio- and enantioselective monohydrogenation of 1,4-dienes has been realized using an iridium catalyst with a chiral N,P-ligand under mild conditions. The substrate scope was studied and included both unfunctionalized as well as functionalized substituents on the meta- or para-position. Substrates having substituents with functionalities such as silyl protected alcohols or ketals were monohydrogenated in high regioselectivity and high enantiomeric excess (up to 98% ee).
Synthesis and properties of fluorous benzoquinones and their application in deprotection of silyl ethers
Matsubara, Hiroshi,Maegawa, Takahiko,Kita, Yasuaki,Yokoji, Takato,Nomoto, Akihiro
supporting information, p. 5442 - 5447 (2014/07/21)
1,4-Benzoquinone derivatives bearing trifluoromethyl, perfluorobutyl and perfluorohexyl groups were prepared and employed in the deprotection of silyl ethers. The fluorous character of these compounds was examined by measuring the partition coefficient between the fluorous and organic solvents. The benzoquinone derivatives showed significant fluorous character, indicating that they can be recovered from the reaction mixtures using a fluorous/organic biphasic system. The oxidising ability of the fluorous benzoquinones was estimated by cyclic voltammetry, and these compounds were found to be strong oxidisers. The fluorous benzoquinones were utilised in the oxidative desilylation of silyl ethers to afford the deprotected alcohols in high yield. In addition, the reduced fluorous benzoquinones were recovered from the reaction mixtures in good yields using a fluorous/organic biphasic system. This journal is the Partner Organisations 2014.
The effect of solvent accessible surface on Hammett-type dependencies of infinite dilution 29Si and 13C NMR shifts in ring substituted silylated phenols dissolved in chloroform and acetone
Blechta, Vratislav,Sabata, Stanislav,Sykora, Jan,Hetflejs, Jiri,Soukupova, Ludmila,Schraml, Jan
experimental part, p. 128 - 134 (2012/08/07)
Infinite dilution 29Si and 13C NMR chemical shifts were determined from concentration dependencies of the shifts in dilute chloroform and acetone solutions of para substituted O-silylated phenols, 4-R-C6H4-O-SiR′2R″ (R = Me, MeO, H, F, Cl, NMe2, NH2, and CF3), where the silyl part included groups of different sizes: dimethylsilyl (R′ = Me, R″ = H), trimethylsilyl (R′ = R″ = Me), tert-butyldimethylsilyl (R′ = Me, R″ = CMe3), and tert-butyldiphenylsilyl (R′ = C6H5, R″ = CMe3). Dependencies of silicon and C-1 carbon chemical shifts on Hammett substituent constants are discussed. It is shown that the substituent sensitivity of these chemical shifts is reduced by association with chloroform, the reduction being proportional to the solvent accessible surface of the oxygen atom in the Si-O-C link. Copyright
Integrase inhibitors
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Page/Page column 36-37, (2008/06/13)
Tricyclic compounds, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.
An Effective Approach for the Silylation of Hydroxyl Compounds in Room Temperature Ionic Liquids
Xu, Zhen-Yuan,Xu, Dan-Qian,Liu, Bao-You,Luo, Shu-Ping
, p. 4143 - 4149 (2007/10/03)
The room temperature ionic liquid (RTIL) 1-n-butyl-3-methylimidazolium hexafluorophosphate (BMImPF6) is used as a "green" recyclable alternative to conventional solvents for the silylation of a series of hydroxyl compounds (alcohols and phenols
