17104-98-2Relevant academic research and scientific papers
Method for preparing 2-nitroalkyl-1-alcohol compound and application thereof
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Paragraph 0063-0079, (2021/04/14)
The invention relates to a method for preparing a 2-nitroalkane-1-alcohol compound and application thereof, and particularly provides a method for preparing the 2-nitroalkane-1-alcohol compound from iron powder/lead dichloride. The process has the advantages of good yield, high diastereoselectivity, wide functional group tolerance and good compatibility.
Design and development of novel Co-MOF nanostructures as an excellent catalyst for alcohol oxidation and Henry reaction, with a potential antibacterial activity
Aryanejad, Sima,Bagherzade, Ghodsieh,Moudi, Maryam
, (2019/03/17)
The novel metal–organic framework Co2(bdda)1.5(OAc)1·5H2O (UoB-3) was synthesized via a simple method at room temperature. UoB-3 was characterized by the different methods, including X-ray diffraction (XRD), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FT-IR), N2-adsorption/desorption and elemental analysis. The catalytic ability of UoB-3 was detected to be excellent for primary and secondary alcohols oxidation reaction with high yields under solvent-free conditions. Moreover, UoB-3 was highly active for Henry reaction of different aldehydes with nitromethane in water as a green solvent. The nanocatalyst can be recycled for five consecutive cycles without losing its activity and structural rigidity. The antibacterial activity of UoB-3 nanostructures towards Gram-negative bacteria, Escherichia coli and Gram-positive bacteria, Bacillus cereus was also evaluated by using an inhibition zone test. These nanostructures exhibited strong antibacterial effect against both of them. The purpose of this study was the developing metal–organic framework materials with the enhanced activity in various fields.
Ketoreductase catalyzed stereoselective bioreduction of α-nitro ketones
Wang, Zexu,Wu, Xiaofan,Li, Zhining,Huang, Zedu,Chen, Fener
, p. 3575 - 3580 (2019/04/14)
We report here the stereoselective bioreduction of α-nitro ketones catalyzed by ketoreductases (KREDs) with publicly known sequences. YGL039w and RasADH/SyADH were able to reduce 23 class I substrates (1-aryl-2-nitro-1-ethanone (1)) and ten class II substrates (1-aryloxy-3-nitro-2-propanone (4)) to furnish both enantiomers of the corresponding β-nitro alcohols, with good-to-excellent conversions (up to >99%) and enantioselectivities (up to >99% ee) being achieved in most cases. To the best of our knowledge, KRED-mediated reduction of class II α-nitro ketones (1-aryloxy-3-nitro-2-propanone (4)) is unprecedented. Select β-nitro alcohols, including the synthetic intermediates of bioactive molecules (R)-tembamide, (S)-tembamide, (S)-moprolol, (S)-toliprolol and (S)-propanolol, were stereoselectively synthesized in preparative scale with 42% to 90% isolated yields, showcasing the practical potential of our developed system in organic synthesis. Finally, the advantage of using KREDs with known sequence was demonstrated by whole-cell catalysis, in which β-nitro alcohol (R)-2k, the key synthetic intermediate of hypoglycemic natural product (R)-tembamide, was produced in a space-time yield of 178 g L?1 d?1 as well as 95% ee by employing the whole cells of a recombinant E. coli strain coexpressing RasADH and glucose dehydrogenase as the biocatalyst.
Base-catalyzed reactions enhanced by solid acids: Amine-catalyzed nitroaldol (Henry) reactions enhanced by silica gel or mesoporous silica SBA-15
Tanemura, Kiyoshi,Suzuki, Tsuneo
supporting information, p. 392 - 396 (2017/12/28)
The reactions of various aldehydes with CH3NO2 catalyzed by Et3N, n-C6H13NH2, and Me2N(CH2)2NH2 were accelerated by the addition of silica gel to give aromatic (aliphatic) β-nitroalcohols, aromatic nitroalkenes, and aromatic 1,3-dinitroalkanes, respectively. Mesoporous silica SBA-15 showed higher activity than silica gel for the synthesis of aromatic nitroalkenes by the reactions of the corresponding aldehydes with CH3NO2 catalyzed by n-C6H13NH2.
Copper-bearing chirality helical coordination polymer and preparation method and application thereof
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Paragraph 0022; 0023; 0024; 0027, (2016/11/21)
The invention discloses a copper-bearing chirality helical coordination polymer and a preparation method and application thereof. The chemical formula is {[Cu (R,R-cdpa) (H2O)2].2NO3. 2H2O}. The preparation method comprises the steps of adding 5 mL of methanol solution into copper dinitrate-water(1/3) and R,R-cdpa to be mixed to obtain suspension liquid and enabling the suspension liquid to stand at room temperature to obtain the copper-bearing chirality helical coordination polymer. The copper-bearing chirality helical coordination polymer has the advantages that a double chelate ligand R,R-cdpa based on chiraity cyclohexanediamine and Cu (II) are utilized to prepare a one-dimensional helical coordination polymer, and the coordination polymer has a right hand 31 helical structure and has second-order non-linear optical activity. The preparing technology is simple, a complex synthesis device is not needed, the production cost is reduced, and the prepared coordination polymer can be applied to asymmetric Henry reaction of aromatic aldehyde and nitromethane.
Protein-mediated nitroaldol addition in aqueous media. Catalytic promiscuity or unspecific catalysis?
Busto, Eduardo,Gotor-Fernandez, Vicente,Gotor, Vicente
experimental part, p. 236 - 240 (2011/10/04)
A high efficient and environmentally friendly procedure for the production of aromatic and heteroaromatic β-nitroalcohols has been developed. This synthetic approach involves the condensation of an appropriate aldehyde with 1-nitroalkanes in aqueous media
