37418-88-5Relevant academic research and scientific papers
Method for synthesizing herbicide pyriminobac-methyl in paddy field
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Paragraph 0007; 0042; 0043-0047; 0063-0067; 0083-0087; 0103, (2021/02/24)
The invention belongs to the field of fine chemical engineering, and particularly relates to a preparation method of herbicide pyriminobac-methyl for a paddy fields. The preparation method comprises the following steps: synthesizing 3-hydroxy phthalic anhydride by using 3-chlorophthalic anhydride as a new raw material, protecting carbonyl by using diethyl malonate, hydrolyzing to obtain 2-acetyl-6-hydroxy benzoic acid, and esterifying to obtain 2-acetyl-6-hydroxy methyl benzoate; then carrying out imidization reaction with methoxyamine hydrochloride to obtain 2-hydroxy-6-(1-methoxy iminoethyl-methyl)-benzoate, and finally, condensing with 2-tosyl-4, 6-dimethoxypyrimidine to obtain pyriminobac-methyl. In the process of preparing pyriminobac-methyl, high-risk reagents such as n-butyllithiumare avoided, a large amount of wastewater generated by diazotization is avoided, the income is increased, and the environment is protected.
Traceless Staudinger ligation enabled parallel synthesis of proteolysis targeting chimera linker variants
Bemis, Troy A.,La Clair, James J.,Burkart, Michael D.
supporting information, p. 1026 - 1029 (2021/02/06)
A parallel, one-pot assembly approach to proteolysis targeting chimeras (PROTACs) is demonstrated utilizing activated esters generatedin situ, and traceless Staudinger ligation chemistry. The method described allows for rapid structure-activity relationship studies of PROTAC linker variants. Two previously studied systems, cereblon and BRD4 degraders, are examined as test cases for the synthetic method. The two related strategies to assemble PROTAC linker variants discussed can accommodate the chromotographic separations capabilities of labs of many sizes and incorporates commercially available degrader building blocks, thereby easing synthetic entry into PROTAC chemical space.
NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
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Paragraph 0274; 0275, (2020/08/25)
Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.
DIMERIC IMMUNO-MODULATORY COMPOUNDS AGAINST CEREBLON-BASED MECHANISMS
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Page/Page column 66, (2020/02/06)
Disclosed are small molecules against cereblon to enhance effector T cell function. Methods of making these molecules and methods of using them to treat various disease states are also disclosed.
OLIGONUCLEOTIDE-BASED PROTEOLYSIS TARGETING CHIMERA
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Paragraph 0427; 0431; 0434, (2020/01/08)
Disclosed herein, inter alia, are oligonucleotide-based proteolysis targeting chimeras and methods of use thereof.
A hydroxy benzoic anhydride preparation method
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Page/Page column 0034; 0037-0039, (2017/08/25)
The invention discloses a preparation method of hydroxy benzene anhydride. The preparation method comprises the following steps: mixing nitrophthalonitrile and an organic solvent, adding alkali and nitrite, performing heating and a reflux reaction, and performing aftertreatment so as to obtain hydroxyl phthalonitrile; mixing the hydroxyl phthalonitrile and a KOH aqueous solution, performing heating, reflux and filtration, collecting filtrate, after the filtrate is cooled, regulating the pH to be 1, performing multiple extraction, taking an extraction liquid, and performing aftertreatment so as to obtain hydroxyl phthalic acid; and finally performing vacuum sublimation on the hydroxyl phthalic acid so as to obtain the hydroxy benzene anhydride. The simple preparation method of the hydroxy benzene anhydride, provided by the invention, is mild in reaction conditions, simple and convenient to operate, easy to control, low in equipment requirements and very high in yield.
Preparation method of 3-hydroxyl phthalic anhydride
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Paragraph 0028; 0032; 0036; 0041; 0045; 0049, (2017/09/18)
The invention belongs to the technical field of organic synthesis and in particular relates to a preparation method of a key medical intermediate, 3-hydroxyl phthalic anhydride. The method comprises the following steps: with a compound I as a raw material, oxidizing the raw material to obtain 3-methoxyl phthalic acid; performing a reaction on 3-methoxyl phthalic acid to generate 3-hydroxyl phthalic acid; and performing dehydration and condensation on 3-hydroxyl phthalic acid to generate 3-hydroxyl phthalic anhydride. 3-hydroxyl phthalic anhydride prepared by the method provided by the invention is high in yield and good in purity. The method is free of special equipment demands, has mild conditions and is safe and environmental-friendly in an industrial process, and the process technology provided by the invention can be industrially performed.
HETEROCYCLIC DEGRONIMERS FOR TARGET PROTEIN DEGRADATION
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, (2017/12/02)
This invention provides heterocyclic compounds that bind to E3 Ubiquitin Ligase (typically through cereblon) ("Degrons"), which can be used as is or linked to a Targeting Ligand for a selected Target Protein for therapeutic purposes and methods of use and compositions thereof as well as methods for their preparation.
BROMODOMAIN TARGETING DEGRONIMERS FOR TARGET PROTEIN DEGRADATION
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, (2017/12/05)
This invention provides a Degronimer that has an E3 Ubiquitin Ligase targeting moiety (Degron) that can be linked to a Targeting Ligand for a bromodomain protein selected for in vivo degradation to achieve a therapeutic effect, and methods of use and compositions thereof as well as methods for their preparation.
Practical synthesis of a phthalimide-based Cereblon ligand to enable PROTAC development
Lohbeck, Jasmin,Miller, Aubry K.
, p. 5260 - 5262 (2016/10/30)
The use of small molecules to regulate cellular levels of specific proteins is poised to become a powerful technique in the coming years. Critical to the success of any project utilizing such an approach will be the ability to synthesize libraries of candidate small molecules for testing in cellular systems. Herein, we describe a practical synthesis of a phthalimide-based scaffold, which can be easily diversified to make Cereblon-targeting PROTACs. We demonstrate the effectiveness of this approach by synthesizing a ‘PROTAC toolbox’ of four amines which can be coupled to inhibitors in a straightforward manner.
