6168-72-5Relevant academic research and scientific papers
Synthesis method of 2-aminopropanol
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Paragraph 0036-0044; 0057-0075, (2020/04/29)
The invention discloses a synthesis method of 2-aminopropanol. According to the method, epoxypropane and liquid ammonia are taken as raw materials, epoxypropane and liquid ammonia are introduced intoa fixed bed reactor, the molar ratio of epoxypropane to liquid ammonia is 1: (5-20), and under the action of a rare earth modified catalyst, reaction is carried out for 10-60s at the temperature of 100-200 DEG C, so that 2-aminopropanol is obtained. The method is reasonable in process, simple and convenient to operate, high in atom economy and low in emission of three wastes, and meets the requirements of industrial production.
Development of an Imine Chaperone for Selective C-H Functionalization of Alcohols via Radical Relay
Nakafuku, Kohki M.,Twumasi, Raymond K.,Vanitcha, Avassaya,Wappes, Ethan A.,Namitharan, Kayambu,Bekkaye, Mathieu,Nagib, David A.
, p. 13065 - 13072 (2019/10/08)
The design of a radical relay chaperone to promote selective C-H functionalizations is described. A saccharin-based imine was found to be uniquely suited to effect C-H amination of alcohols via an in situ generated hemiaminal. This radical chaperone facilitates the mild generation of an N-centered radical while also directing its regioselective H atom transfer (HAT) to the β carbon of an alcohol. Upon β C-H halogenation, aminocyclization, and reductive cleavage, an NH2 is formally added vicinal to an alcohol. The development, synthetic utility, and chemo-, regio-, and stereoselectivity of this imine chaperone-mediated C-H amination is presented herein.
Selective amination of 1,2-propanediol over Co/La3O4 catalyst prepared by liquid-phase reduction
Yue, Chuan-Jun,Di, Kai,Gu, Li-Ping,Zhang, Zhen-Wei,Ding, Lin-Lin
, (2019/08/20)
The catalytic coupling of alcohol and ammonia is an environmentally friendly process. Cobalt-based catalysts, modified by supports (including CeO2, Fe3O4, Nb2O5, La3O4 and Al2O3), and prepared by the liquid-phase reduction, were used for the amination of 1,2-propanediol. The screened nano-Co/La3O4 catalyst exhibited an excellent catalytic performance of 68% conversion and 89% selectivity toward 2-amino-1-propanol under optimal conditions. The characterizations of the catalyst was performed by XRD, XPS, BET, TEM, TG, and CO2-TPD, revealing a relatively large specific surface area, strongly alkaline sites and a Co-La-O transition phase, which were responsible for the selective catalysis of 1,2-propanediol. The efficient construction of cobalt-based catalysts on the basis of the active species is key to improving the efficiency of the reaction process.
Rapid and Quantitative Profiling of Substrate Specificity of ω-Transaminases for Ketones
Han, Sang-Woo,Shin, Jong-Shik
, p. 3287 - 3295 (2019/06/21)
ω-Transaminases (ω-TAs) have gained growing attention owing to their capability for asymmetric synthesis of chiral amines from ketones. Reliable high-throughput activity assay of ω-TAs is essential in carrying out extensive substrate profiling and establishing a robust screening platform. Here we report spectrophotometric and colorimetric methods enabling rapid quantitation of ω-TA activities toward ketones in a 96-well microplate format. The assay methods employ benzylamine, a reactive amino donor for ω-TAs, as a cosubstrate and exploit aldehyde dehydrogenase (ALDH) as a reporter enzyme, leading to formation of benzaldehyde detectable by ALDH owing to concomitant NADH generation. Spectrophotometric substrate profiling of two wild-type ω-TAs of opposite stereoselectivity was carried out at 340 nm with 22 ketones, revealing subtle differences in substrate specificities that were consistent with docking simulation results obtained with cognate amines. Colorimetric readout for naked eye detection of the ω-TA activity was also demonstrated by supplementing the assay mixture with color-developing reagents whose color reaction could be quantified at 580 nm. The colorimetric assay was applied to substrate profiling of an engineered ω-TA for 24 ketones, leading to rapid identification of reactive ketones. The ALDH-based assay is expected to be promising for high-throughput screening of enzyme collections and mutant libraries to fish out the best ω-TA candidate as well as to tailor enzyme properties for efficient amination of a target ketone.
Method for preparing 2-amino propanol
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Paragraph 0021-0037, (2019/03/08)
The invention discloses a method for preparing 2-amino propanol. The method comprises the following steps: (1) paraformaldehyde is dissolved in an alcohol amine aqueous solution to form a paraformaldehyde dissolving solution, then the paraformaldehyde dissolving solution is added dropwise into nitroethane to react, settling and separatinglayering are conducted after reaction is ended, unreacted nitroethane is separated through distillation, a product generated after the unreacted nitroethane is separated forms an intermediate product, and the intermediate product contains nitropropanol; (2) ametal catalyst is added in the intermediate product, H is introduced for reaction, and a reaction mixture is obtained after the reaction is completed; and (3) the reaction mixture obtained in the step (2) is filtered, a filtrate is decompressed and rectifiedsubjected to pressure-reduced rectification to obtain the 2-amino propanol. The method for preparing the 2-amino propanol has the advantagescharacteristics that the reaction efficiency is high, the product purity is high, three wastes are less, and the economical efficiency is good, thereby reducing the pollution to the environment.
Production of Primary Amines by Reductive Amination of Biomass-Derived Aldehydes/Ketones
Liang, Guanfeng,Wang, Aiqin,Li, Lin,Xu, Gang,Yan, Ning,Zhang, Tao
supporting information, p. 3050 - 3054 (2017/03/14)
Transformation of biomass into valuable nitrogen-containing compounds is highly desired, yet limited success has been achieved. Here we report an efficient catalyst system, partially reduced Ru/ZrO2, which could catalyze the reductive amination of a variety of biomass-derived aldehydes/ketones in aqueous ammonia. With this approach, a spectrum of renewable primary amines was produced in good to excellent yields. Moreover, we have demonstrated a two-step approach for production of ethanolamine, a large-market nitrogen-containing chemical, from lignocellulose in an overall yield of 10 %. Extensive characterizations showed that Ru/ZrO2-containing multivalence Ru association species worked as a bifunctional catalyst, with RuO2 as acidic promoter to facilitate the activation of carbonyl groups and Ru as active sites for the subsequent imine hydrogenation.
The invention relates to a propylene glycol and liquid ammonia as raw materials for preparing propylene diamine method and apparatus thereof
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Paragraph 0052-0053; 0089, (2017/08/31)
The invention relates to a method for preparing propane diamine by taking propylene glycol and liquid ammonia as raw materials. Propylene glycol and liquid ammonia are mixed in a certain ratio and are pumped into a reactor by virtue of a pump, and reaction is carried out in presence of a catalyst and hydrogen. The method for preparing the propane diamine by taking the propylene glycol and liquid ammonia as the raw materials has the advantages that a novel catalyst is adopted, catalytic performance is excellent, and long-time operation can be easily carried out; propylene glycol is subjected to hydroamination for producing a propane diamine product at lower reaction pressure, and reaction conditions are adjusted and changed, so that composition of the product can be flexibly adjusted and changed, selectivity of a target product is improved, a reaction process is simple, one-time investment of a production unit and production cost are reduced, a reaction product and a catalyst can be simply separated, and large-scale continuous industrial production can be easily realized.
A metagenomics approach for new biocatalyst discovery: Application to transaminases and the synthesis of allylic amines
Baud, Damien,Jeffries, Jack W. E.,Moody, Thomas S.,Ward, John M.,Hailes, Helen C.
, p. 1134 - 1143 (2017/08/14)
Transaminase enzymes have significant potential for the sustainable synthesis of amines using mild aqueous reaction conditions. Here a metagenomics mining strategy has been used for new transaminase enzyme discovery. Starting from oral cavity microbiome samples, DNA sequencing and bioinformatics analyses were performed. Subsequent in silico mining of a library of contiguous reads built from the sequencing data identified 11 putative Class III transaminases which were cloned and overexpressed. Several screening protocols were used and three enzymes selected of interest due to activities towards substrates covering a wide structural diversity. Transamination of functionalized cinnamaldehydes was then investigated for the production of valuable amine building blocks.
Method of preparing new propanolamine
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Paragraph 0008; 0033; 0034; 0047; 0049; 0051, (2016/10/07)
The invention provides a method for preparing MNPA, DNPA and TNPA. The method comprises the following steps: taking PO and ammonium chloride as raw materials for reacting; adding water, ammonium chloride and the PO into a reaction kettle; gradually injecting partial PO while stirring; reacting and synthesizing MNPA.HCL and partial DNPA.HCL under the conditions of temperature at 60-80 DEG C and pressure control lower than or equal to 0.3MPa; separating the MNPA.HCL by utilizing the difference of physical property; injecting the remained PO into filtrate; reacting at 70-100 DEG C; cooling, filtering and drying, thereby obtaining TNPA.HCL; merging the cleaning solution with the filtrate, and then dehydrating, thereby obtaining the DNPA.HCL; and respectively reacting the three hydrochlorides with equivalent methanol alkali, thereby obtaining MNPA, DNPA and TNPA. The method has unique advantages; the relative temperature and pressure are lower during the preparation process; the equipment is simple and is low in investment; the main products are easily separated; the raw material PO is prevented from being subjected to side reactions, such as hydrolyzing into propylene glycol, and the like, under an alkali condition; the energy-saving, emission-reducing, low-carbon and environment-friendly effects are achieved; and the only byproduct sodium chloride is used as a self-use raw material for producing the ammonium chloride and sodium bicarbonate with relative high additional value is obtained.
HIV INTEGRASE INHIBITORS
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, (2015/09/22)
The present invention features compounds that are HIV integrase inhibitors and therefore are useful in the inhibition of HIV replication, the prevention and/or treatment of infection by HIV, and in the treatment of AIDS and/or ARC.
