613-70-7Relevant academic research and scientific papers
Total Synthesis of the Ambigols: A Cyanobacterial Class of Polyhalogenated Natural Products
Milzarek, Tobias M.,Gulder, Tobias A. M.
supporting information, p. 102 - 106 (2021/01/09)
The first total synthesis of all members of the cyanobacterial natural product class of the ambigols is described. Key steps of the synthetic strategy are the formation of sterically demanding mono- and bis-iodonium salts to install the required biaryl ether structural elements and Suzuki cross-coupling giving straightforward access to the biaryl bonds. The synthetic methods are also utilized to construct unnatural or hypothetical ambigols that are still awaiting discovery from Nature.
Synthesis of a TNF inhibitor, flurbiprofen and an: I -Pr analogue in enantioenriched forms by copper-catalyzed propargylic substitution with Grignard reagents
Isogawa, Yukari,Kobayashi, Yuichi,Ogawa, Narihito,Takashima, Yuji,Tsuboi, Atsuki
supporting information, p. 9906 - 9909 (2021/12/07)
The copper-catalyzed substitution reaction of diethyl phosphate derived from TMSCCCH(OH)CH2CH2OTBDPS with 3-c-C5H9-4-MeOC6H3MgBr, followed by several transformations, afforded a tumor necrosis factor inhibitor possessing a Ph-acetylene moiety. The inhibitor was also synthesized from phenylacetylene phosphate PhCCCH(OP(O)(OEt)2)CH2CH2OTBDPS. Furthermore, the substitution of phosphates derived from TMSCCCH(OH)CH3 and TMSCCCH(OH)-i-Pr with 3-F-4-PhC6H3MgBr gave the corresponding substitution products, which were transformed to flurbiprofen and its i-Pr analogue, respectively. The copper-catalyzed substitutions in these syntheses proceeded in a regio- and stereoselective manner. This journal is
Methods for preparation of apremilast
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Page/Page column 20-21, (2021/05/19)
The present invention discloses a method for preparation of Apremilast. β-phthalimino vinylsulfones are reacted through the asymmetric addition reaction to form an addition product, and the drug of Apremilast can be obtained from the addition product through simple reactions. The method is a process for synthesizing Apremilast in a more efficient way.
Preparation method of plant growth regulation compound sodium nitrophenolate
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Paragraph 0025-0087, (2021/08/06)
The invention relates to the field of preparation of agricultural auxiliaries, in particular to a preparation method of plant growth regulation compound sodium nitrophenolate. According to the invention, acetyl chloride is adopted to replace acetic anhydride which is a precursor to serve as a protecting group for hydroxyl acetylation, so that the acquisition difficulty of process raw materials is reduced, and the production cost of 5-nitroguaiacol sodium salt is controlled; and besides, a phase transfer catalyst is applied to the hydrolysis reaction of 5-nitroacetyl guaiacol, so that the hydrolysis of the product can be effectively promoted, the yield of the hydrolysis reaction is greatly improved, and the overall yield of the 5-nitroguaiacol sodium salt is further improved. The prepared 5-nitroguaiacol sodium salt has the advantage of low cost, and as a main effective component of the compound sodium nitrophenolate, the 5-nitroguaiacol sodium salt can improve the market competitiveness of the compound sodium nitrophenolate product, avoid the behavior that the drug effect of the compound sodium nitrophenolate product is reduced due to the fact that the cost of the 5-nitroguaiacol sodium salt is high and the ratio is reduced by bad manufacturers, and make contribution for promoting the benign development of the market.
Direct Acetoxylation of Arenes
Hong Nguyen, Thi Anh,Hou, Duen-Ren
supporting information, p. 8127 - 8131 (2021/08/23)
Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.
Method for promoting acylation of amine or alcohol by carbon dioxide
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Paragraph 0034-0035, (2021/05/29)
The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.
Method for preparing acetovanillone and application of acetovanillone
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Paragraph 0040-0047, (2020/04/02)
The invention provides a method for preparing acetovanillone and an application of acetovanillone. Specifically, guaiacol is used as a raw material to react with acetyl chloride to generate ester, andthen the ester reacts with lewis acid such as AlCl3 under the catalysis of the lewis acid to generate acetovanillone. The method has the advantages of mild reaction conditions, high raw material conversion rate and simple process flow, and is suitable for large-scale industrial production.
Preparation method and application of apocynin and derivatives of apocynin
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Paragraph 0041; 0049-0052, (2020/01/12)
The invention belongs to the technical field of chemical biology, and particularly relates to a preparation method of apocynin and derivatives of the apocynin and an application of the apocynin and the derivatives of the apocynin in skin care products. The apocynin and the derivatives of the apocynin provided by the invention can promote collagen synthesis, help skin damage repair, and can be usedin the skin care products.
Highly ordered columnar superlattice nanostructures with improved charge carrier mobility by thermotropic self-assembly of triphenylene-based discotics
Bi, Jingze,Wu, Hao,Zhang, Zhenhu,Zhang, Ao,Yang, Huanzhi,Feng, Yuwen,Fang, Yi,Zhang, Lina,Wang, Zhengran,Qu, Wentao,Liu, Feng,Zhang, Chunxiu
supporting information, p. 12463 - 12469 (2019/10/28)
A series of triphenylene esters with two ester groups at 2,3-, 2,7-, 2,6- and 3,6- substituent positions was successfully synthesized and fully investigated. Their self-assembly properties were exhaustively examined by DSC, POM, 1DXRD, 2DXRD, SAXS, TEM methods together with EDM and ESP calculations. It was unexpected that the 3,6-substituted triphenylene ester T5E36 formed an uncommonly helical hexagonal columnar superlattice structure made up of 91 right-handed helixes with a pitch of 60.3 ?. This helical superlattice structure was further studied by using transmission electron microscopy and the diameter of the T5E36 particles was found to be at the nanometer scale. Ultimately, the bipolar charge carrier mobility was measured by the time-of-flight method to be in the order of 10-1 cm2 V-1 s-1. The formation of this helical superlattice nanostructure no doubt improved their electronic properties and made them more attractive in organic electronics.
