7101-31-7Relevant articles and documents
Vibrational spectra and structure of dimethyl diselenide and dimethyl diselenide-d6
Green, William H.,Harvey, Albert B.
, p. 3586 - 3595 (1968)
The vibrational behavior of the dimethyl diselenide and dimethyl diselenide-rfe molecules has been studied in the infrared region (4000-70 cm-1) and by Raman shifts (4000-50 cm-1). The molecule has been found to belong to point group C2. The fundamental vibrations, with the exception of the methyl torsions, have been assigned and supported by a normal-coordinate analysis.
Aqueous phase preparation method of dialkyl diselenide ether compound
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Paragraph 0032-0036, (2021/11/21)
The method comprises the following steps: taking the compound represented by the formula (II) as a reaction raw material and I as a reaction raw material, and taking water or ethanol as a solvent under Se 40 - 75 °C conditions to obtain the reaction liquid to obtain the dialkyl diselenium ether compound shown in the formula (II KOH). The reaction is short in reaction time, does not need a metal catalyst, uses water as a solvent, and belongs to green and environment-friendly reaction. Economy, high efficiency, green, environmental protection.
Rhodium-Catalyzed Enantioselective Hydroselenation of Heterobicyclic Alkenes
Li, Sifeng,Yang, Qingjing,Bian, Zhaoxiang,Wang, Jun
supporting information, p. 2781 - 2785 (2020/03/30)
A highly efficient Rh(I)/(S)-xyl-Binap catalytic system is developed for the asymmetric hydroselenation of various nonpolar olefins with diselenides. Under these mild reaction conditions, a wide range of heterobicyclic alkenes give selenol-incorporated adducts in excellent enantioselectivities (up to 97%) along with high yields (up to 96%) by overcoming self-promoted racemic hydroselenation. The strategy is also applied for kinetic resolution of unsymmetric oxabenzonorbornadiene.
Continuous Electrochemical Synthesis of Iso-Coumarin Derivatives from o-(1-Alkynyl) Benzoates under Metal- and Oxidant-Free
Lin, Xinxin,Fang, Zheng,Zeng, Cuilian,Zhu, Chenlong,Pang, Xinyan,Liu, Chengkou,He, Wei,Duan, Jindian,Qin, Ning,Guo, Kai
supporting information, p. 13738 - 13742 (2020/10/02)
A non-oxidant and metal-free strategy for synthesizing iso-coumarin by using a continuous electrochemical microreactor to initiate an oxidative cyclization reaction of o-(1-alkynyl) benzoate and radicals. This efficient and clean continuous electrosynthesis method not only avoids the complicated gas protection operation and production of by-products in the batch processes, but also help to overcome the difficulty that batch metal catalysis and electrocatalysis are difficult to scale up, and has the potential for pilot-scale experiment.
Ultrasound-assisted synthesis of alkali metals diselenides (M2Se2) and their application for the gram-scale preparation of 2,2’-diselenobis(benzoic acid)
Krasowska, Dorota,Begini, Francesca,Santi, Claudio,Mangiavacchi, Francesca,Drabowicz, Jozef,Sancineto, Luca
, p. 24 - 37 (2020/02/13)
A simple and efficient method to convert elemental selenium into alkali metal diselenide was developed. The use of selenium and metal borohydride in a molar ratio of 1 to 0.125 in the presence of base, under “on water” conditions and ultrasound activation permitted the reduction of Se into Se22- to be completed within minutes. Thus obtained metal diselenide aqueous solution was then used in the multigram scale synthesis of 2,2’-diselenobis(benzoic acid) (DSBA) a valuable building block for the development of diverse and pivotal selenorganic compounds.
Preparation method of high-purity selenomethionine
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Paragraph 0023-0026; 0030-0033; 0037-0040, (2019/09/17)
The invention discloses a preparation method of high-purity selenomethionine. The method comprises following steps: (1), synthesis of the dimethyl diselenide; (2), purification of dimethyl diselenide;(3), synthesis of crude selenomethionine sodium salt; and (4), purification of crude selenomethionine sodium salt. The yield of selenium in the selenomethionine prepared with the preparation method is larger than or equal to 80%, the selenomethionine content is larger than or equal to 99.5%, and the economic benefits are significant.
Simultaneous Construction of C?Se And C?S Bonds via the Visible-Light-Mediated Multicomponent Cascade Reaction of Diselenides, Alkynes, and SO2
Chen, Hui,Ding, Rui,Tang, Haitao,Pan, Yingming,Xu, Yanli,Chen, Yanyan
supporting information, p. 3264 - 3268 (2019/09/17)
A visible-light mediated multicomponent cascade reaction of diselenides, alkynes, and sulfur dioxide was developed, in which multiple C?Se and C?S bonds were constructed, and unexpected β-sulfonylvinylselane compounds were generated with high selectivity for E configuration. β-Sulfonylvinylselane transformation into 1,4-oxathiine-4,4-dioxide and sulfonylethyne derivates was then investigated. A plausible mechanism involving a selenium radical-initiated cascade reaction and sulfur dioxide insertion was proposed.
Can dimedone be used to study selenoproteins? An investigation into the reactivity of dimedone toward oxidized forms of selenocysteine
Payne, N. Connor,Barber, Drew R.,Ruggles, Erik L.,Hondal, Robert J.
, p. 41 - 55 (2019/01/03)
Dimedone is a widely used reagent to assess the redox state of cysteine-containing proteins as it will alkylate sulfenic acid residues, but not sulfinic acid residues. While it has been reported that dimedone can label selenenic acid residues in selenoproteins, we investigated the stability, and reversibility of this label in a model peptide system. We also wondered whether dimedone could be used to detect seleninic acid residues. We used benzenesulfinic acid, benzeneseleninic acid, and model selenocysteine-containing peptides to investigate possible reactions with dimedone. These peptides were incubated with H2O2 in the presence of dimedone and then the reactions were followed by liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS). The native peptide, H-PTVTGCUG-OH (corresponding to the native amino acid sequence of the C-terminus of mammalian thioredoxin reductase), could not be alkylated by dimedone, but could be carboxymethylated with iodoacetic acid. However the “mutant peptide,” H-PTVTGAUG-OH, could be labeled with dimedone at low concentrations of H2O2, but the reaction was reversible by addition of thiol. Due to the reversible nature of this alkylation, we conclude that dimedone is not a good reagent for detecting selenenic acids in selenoproteins. At high concentrations of H2O2, selenium was eliminated from the peptide and a dimeric form of dimedone could be detected using LCMS and 1H NMR. The dimeric dimedone product forms as a result of a seleno-Pummerer reaction with Sec-seleninic acid. Overall our results show that the reaction of dimedone with oxidized cysteine residues is quite different from the same reaction with oxidized selenocysteine residues.
Structural variations on antitumour agents derived from bisacylimidoselenocarbamate. A proposal for structure-activity relationships based on the analysis of conformational behaviour
Font, María,Lizarraga, Elena,Ibá?ez, Elena,Plano, Daniel,Sanmartiń, Carmen,Palop, Juan A.
, p. 489 - 498 (2013/10/01)
A molecular modelling study has been carried out on a previously reported series of symmetrically substituted bisacylimidoselenocarbamate (BSeC) derivatives that show remarkable antitumour activity in vitro against a panel of human tumour cell lines. These derivatives can be considered as a central scaffold constructed around a methyl carbamimidoselenoate nucleus in which two heteroarylacyl fragments are located on the scaffold nitrogen atoms, thus forming the different BSeCs. The results reveal that the nature of the selected heteroaryl ring has a marked influence on the antiproliferative activity of the compounds and this can be related, as a first approximation, to the ability to release methylselenol (MeSeH), a compound that, according to our initial hypothesis, is ultimately responsible for the antitumour activity of the compounds under investigation. The release of MeSeH from the active BSeCs has been confirmed by means of Head Space Gas Chromatography Mass Spectrometry techniques. The data that support this connection include the topography of the molecules, the conformational behaviour of the compounds, which influences the accessibility of the hydrolysis point, the interaction map obtained for an O2H type probe, and the location and energy of the HOMO/LUMO orbitals.
A convenient synthesis of D,L-selenomethionine
Ran,Cao,Wang,Lin
experimental part, p. 431 - 435 (2009/10/09)
A convenient synthesis of D,L-selenomethionine from α-bromo-γ- butyrolactone in 4 steps and 26% overall yield has been described.
