818-88-2Relevant articles and documents
Silica-Mediated Monohydrolysis of Dicarboxylic Esters
Dyker, Gerald
supporting information, p. 6773 - 6776 (2021/12/31)
A new method for the monohydrolysis of dicarboxylic esters is presented, involving as key step a silanolysis at elevated temperatures at the silica gel surface. In the second step, the surface bound silyl esters are cleaved off under mild conditions, giving a straightforward and fast access to half esters. Based on recovered starting material generally yields well above 70 % are achieved, both, with stiff aromatic as well as flexible aliphatic substrates, as long as the ester groups involved are remote enough from each other. Otherwise competing reactions are becoming determinative, anhydride formation in the case of phthalates and decarbonylative fragmentation in the case of malonates. The new method was also successfully tested on a multigram scale with a minimalistic apparatus setup.
Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine
Andronova, Valeriya L.,Charushin, Valery N.,Galegov, Georgii А.,Krasnov, Victor P.,Levit, Galina L.,Vozdvizhenskaya, Olga А.
, p. 490 - 497 (2021/06/26)
[Figure not available: see fulltext.] A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.
Synthetic method of octadecanedioic acid mono-tert-butyl ester
-
Paragraph 0020-0021; 0025-0026; 0030-0031, (2020/11/22)
The invention relates to the field of organic synthesis, in particular to a synthesis method of octadecanedioic acid mono-tert-butyl ester, which comprises the following steps: carrying out reflux esterification on sebacic acid and methanol to obtain octadecanedioic acid monomethyl ester, reacting the octadecanedioic acid monomethyl ester with isobutene under the action of a composite catalyst, concentrating, alkalizing the concentrated solution, extracting, drying and filtering. Compared with the prior art, the method has the advantages that the selectivity is good, the reaction conversion rate is high, the total yield of a final product reaches 96% or above, and the purity reaches 95% or above. The adopted composite catalyst is different from a traditional acid catalyst, Fe is dopedin bismuth vanadate, bismuth vanadate crystal lattices can be introduced into defect positions, the crystallinity is changed, and the proton or electron trapping capacity of a semiconductor can be enhanced; photocatalyst activity is improved, the bismuth vanadate is loaded on the surface of lignin amine to form a core/membrane structure used for catalyzing esterification of carboxylic acid and olefin, and the catalyst can be separated and recycled by means of magnetic separation and the like, and can be repeatedly used for multiple times without reduction in catalytic effect.
PYRIDAZINE DERIVATIVES AS SMARCA2/4 DEGRADERS
-
Page/Page column 91-92; 92, (2019/11/12)
The present invention provides pyridazine derivatives of formula (I), which are therapeutically useful as SMARCA2/4 degraders. These compounds are useful in the treatment and/or prevention of diseases or disorders dependent upon SMARCA2/4 in a mammal. The present invention also provides preparation of the compounds and pharmaceutical compositions comprising at least one of the pyridazine derivatives of formula (I) or a pharmaceutically acceptable salt, or a stereoisomer thereof.
Sulfonated porous organic polymer as a highly efficient catalyst for the synthesis of biodiesel at room temperature
Gomes, Ruth,Bhanja, Piyali,Bhaumik, Asim
, p. 110 - 116 (2015/11/11)
A new functionalized porous organic polymer bearing sulfonic acid groups (PDVTA-SO3H) at the pore surface with high surface area (SBET = 406 m2 g-1) and Bronsted acidity is reported. The material has been synthesized via post-synthetic sulfonation of the porous co-polymer poly-divinylbenzene-co-triallylamine (PDVTA-1) using chlorosulfonic acid as sulfonating agent. A detailed characterization of the -SO3H functionalized porous polymeric material has been carried out using N2 sorption, FT-IR and UV-vis spectroscopy, HR-TEM, FE-SEM, thermogravimetric and elemental analyses. Temperature programmed desorption of NH3 (TPD-NH3 analysis) of PDVTA-SO3H revealed a very high surface acidity of 2.3 mmol g-1. Such high acidity of PDVTA-SO3H has been explored to investigate its catalytic efficiency towards eco-friendly production of biodiesel via esterification of long-chain free fatty acids (FFA) to the respective fatty acid monoalkyl esters (FAMEs) at room temperature using methanol as reactant as well as solvent. The sulfonated porous polymer is found to be a very active and reusable solid acid catalyst giving high yields (~92-98%) of various biodiesel compounds under very mild reaction conditions.
One-pot ozonolytic synthesis of acyclic α,ω-bifunctional compounds from methyl 10-undecenoate and 10-undecen-1-ol
Legostaeva,Botsman,Nazarov,Yakovleva,Garifullina,Khalikov,Ishmuratov
, p. 935 - 940 (2015/10/12)
Transformations of peroxy products formed by ozonolysis of undecylenic acid derivatives (methyl ester and hydride reduction product, 10-undecen-1-ol) in various protic and aprotic solvents (MeOH, Pr i OH, tetrahydrofuran, 1: 5 AcOH-CH2Cl2 mixture), occurring under the action of such reductants as hydroxylamine and semicarbazide hydrochlorides, were studied. These reductants exhibit high performance and in some cases high chemoselectivity, which allowed the development of a number of one-pot procedures for the synthesis of acyclic α,ω-bifunctional compounds, the majority of which are widely used in medicine, perfumery, cosmetics, engineering, and chemical industry, e.g., as block synthons in targeted organic synthesis.
A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR
Berdeaux, Olivier,Fontagné, Stéphanie,Sémon, Etienne,Velasco, Joaquin,Sébédio, Jean Louis,Dobarganes, Carmen
experimental part, p. 338 - 347 (2012/06/29)
GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180 °C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.
Novel (3,5-di-tert-butyl-2-hydroxy-phenylcarbamoyl)-alkanoic acids as potent antioxidants
Lodyato, Vladimir I.,Yurkova, Irina L.,Sorokin, Viktor L.,Shadyro, Oleg I.,Dolgopalets, Vladimir I.,Kisel, Mikhail A.
, p. 4253 - 4256 (2007/10/03)
A series of novel phenolic antioxidants of amphiphilic structure has been synthesized. Investigations into the influence of aliphatic spacer length and nature of a hydrophilic anchor on the antioxidant activity allowed elucidating certain structure requirements for the membrane-addressed antioxidant designing.
Ruthenium-catalyzed oxidative cleavage of olefins to aldehydes
Yang,Zhang
, p. 4814 - 4818 (2007/10/03)
Three oxidation protocols have been developed to cleave olefins to carbonyl compounds with ruthenium trichloride as catalyst (3.5 mol %). These methods convert olefins that are not fully substituted to aldehydes rather than carboxylic acids. While aryl olefins were cleaved to aromatic aldehydes in excellent yields by using the system of RuCl3-Oxone-NaHCO3 in CH3CN-H2O (1.5:1), aliphatic olefins were converted into alkyl aldehydes with RuCl3-NaIO4 in 1,2-dichloroethane-H2O (1:1) in good to excellent yields. It is noteworthy that terminal aliphatic olefins were cleaved to the corresponding aldehydes in excellent yields by using RuCl3-NaIO4 in CH3CN-H2O (6:1).
Transformations of higher terpenoids: IV. Synthesis and spectral parameters of glycyrrhetinic acid derivatives containing amino acid fragments
Petrenko,Petukhova,Shakirov,Shul'ts,Tolstikov
, p. 982 - 995 (2007/10/03)
New glycyrrhetinic acid derivatives containing amino acid and amino ester fragments were synthesized as potential biologically active substances. NMR spectra of the newly synthesized compounds were studied, and assignment of signals of the C8 and C14 carbon atoms in the terpenoid fragment was refined.