37 results about "Asymmetric induction" patented technology

A method of determining an overlay error. Measuring an overlay target having process-induced asymmetry. Constructing a model of the target. Modifying the model, e.g., by moving one of the structures to compensate for the asymmetry. Calculating an asymmetry-induced overlay error using the modified model. Determining an overlay error in a production target by subtracting the asymmetry-induced overlay error from a measured overlay error. In one example, the model is modified by varying asymmetry p^(n′), p^(n″) and the calculating an asymmetry-induced overlay error is repeated for a plurality of scatterometer measurement recipes and the step of determining an overlay error in a production target uses the calculated asymmetry-induced overlay errors to select an optimum scatterometer measurement recipe used to measure the production target.

The present invention relates to a production method of an optically active form of a compound represented by formula (II)

wherein ring A is a benzene ring optionally having substituent(s); R¹ is H, a hydrocarbon group optionally having substituent(s), an acyl group or an acyloxy group; R², R³ and R⁴ are each H, an alkyl group optionally having substituent(s), an alkoxy group optionally having substituent(s) or an amino group optionally having substituent(s); X is N or CH; Y is N or CH; and * shows an asymmetric center, or a salt thereof, which includes reacting a compound represented by the formula (I)

wherein each symbol is as defined above, or a salt thereof, with an excess amount of an oxidizing agent in the presence of a catalyst for asymmetric induction, and provides an efficient production method of an optically active sulfoxide derivative in high yield on an industrial large scale by a convenient method, while achieving an extremely high enantiomer excess.

The iridium catalyzed enantiotropic hydrosubstituting process of aromatic pyridine ring and pyrazine ring uses catalyst system comprising chiral coordination compound of iridium and additive compound. The reaction conditions includes temperature of 0-80 deg.c; solvent of dichloromethane, toluene, tetrahydrofuaran, 1, 2-dichloro ethane, isopropanol, etc.; additive compound of tetrabutyl ammonium iodide, iodine, amine, etc.; pressure of 1-100 atm; substrate/catalyst ratio up to 5000; and chiral coordination compound of diphosphine, N-P compound, S-P compound, etc. The catalyst system is prepared through reaction of iridium precursor and chiral compound in the said solvent and the addition of the additive compound while stirring; and can produce asymmetrical induction up to 96 %. The process of the present invention is environment friendly.

Provided is a nanostructured polyphase biomimetic catalyst of quinine and a process for preparing same, belonging to the catalytic field of preparing technology of biomimetic catalyst. The method for preparation of the novel catalyst is that mesoporous material with a nanometer-sized bore diameter is employed to be a vector, a functional group provided by the vector is employed to be a first platform and reacts with substance which has active primitives, and further a second reactive platform is provided and is assembled in situ inside a nanostructured space, thereby forming the objective catalyst. The catalyst has the characteristics that active components are assembled via high dispersion in a one-dimensional or three-dimensional straight-through nanometer-sized pore passage, forming a nanostructured chiral molecule reactor, and displaying the high asymmetric inductivity. The value of the catalyst is higher than the homogeneous phase catalytic level, and the catalyst has the high reutilization property and important adaptation value. Further, the invention is easy to be commercially developed.

The invention relates to the field of chemical catalysis and discloses a phosphoramidite ligand as well as a preparation method and an application thereof. The synthesized phosphoramidite ligand and an enantiomer or a racemate of the phosphoramidite ligand take biphenyl as a framework and are subjected to an asymmetric induced reaction of axial chirality to realize complete transfer from central chirality to axial chirality. A synthetic method for the phosphoramidite ligand and the enantiomer or the racemate of the phosphoramidite ligand is simple and economic, and a common and complex chiral resolution process is avoided during chiral ligand preparation. The phosphoramidite ligand and the enantiomer or the racemate of the phosphoramidite ligand is employed to form the ligand together with active metal-iridium for catalyzing an asymmetric addition reaction of N-protected isatin and arylboronic acid, a very good catalytic effect is achieved, and a product can obtain the yield of more than 96% and the enantiomeric excess (ee) value of more than 92%.

The invention relates to a preparation method for efficient synthesis of (R)-lansoprazole, and according to the method, in the presence of an asymmetric induction catalyst, an oxidant with 1.3 to 1.5 times molar equivalent relative to prochiral compound lansoprazole thioether is used for selective catalytic oxidation to obtain the (R)-lansoprazole. The method has the advantages of being economic, environmentally friendly, high efficiency, high in optical purity and high in chemical purity of products, and is a method suitable for industrialized production.

The invention relates to cinchona alkaloid quaternary ammonium salt derivatives and a synthesis method thereof as well as application of the derivatives in synthetizing high optical purity natural amino acid and non-natural amino acid. A structural general formula (I) represents a chiral cinchona alkaloid quaternary ammonium salt, wherein R1 is methoxyl, hydroxyl, hydrosulfuryl or hydrogen; R2 is alkyl with 3 to 20 carbon atoms; X is halogen; and n is a positive integer from 1 to 4. The cinchona alkaloid quaternary ammonium salt catalyst has high activity in an alkylation reaction, good stereoselectivity, high catalysis efficiency, a wide substrate range and good asymmetric induction.

The present invention relates to a kind of planar chiral [2,2]-p-cyclo-aralkyl oxazolinyl phosphine ligand and its synthesis and use. The compound is prepared through the reaction between chiral [2,2]-p-cyclo- oxazolinyl bromide and dibasic phosphine chloride R2'PCl in the presence of alkali. The ligand has two chiral factors of planar chirality and central chirality as well as convertibility of phosphine substituent and oxazolinyl ring substituent, and thus strong adaptability to different asymmetrical catalytic reaction. For example, it has good asymmetrical induction result in Pd catalyzed asymmetrical alloy substituting reaction and copper catalytic asymmetrical 1,4-addition reaction. The ligand has high chemical stability, simple synthesis and is suitable for use in industrial production.

The invention relates to a ferrocene ligand having central chirality and planar chirality, method for synthesizing and use thereof. The ligand has the central chirality of diamines, and is obtained through condensation of ferrocene phosphine aldehyde and chiral diamine, and further reduction, the ligand can be purified through recrystallization and column chromatography. The ligand can be used as catalyst in asymmetric alkylation reaction.

The invention discloses a synthesis method of cinacalcet hydrochloride and an intermediate thereof. The cinacalcet hydrochloride is prepared by carrying out asymmetric reduction ammonification on 3-(3-(trifluoromethyl)phenyl)propyl-1-amine and 1-(naphthyl-1-yl)ethyl ketone. The asymmetric reduction ammonification is performed by carrying out asymmetric induction by combining a Hantzsch ester and a chiral phosphine ligand. The 3-(3-(trifluoromethyl)phenyl)propyl-1-amine is prepared by the following steps: carrying out Heck coupling reaction on 3-bromo-1-trifluoromethyl benzene and acrylonitrile to obtain 3-(3-(trifluoromethyl)phenyl)acrylonitrile, and carrying out catalytic hydrogenation. The catalyst of the Heck coupling reaction is tetra(triphenylphosphine) palladium, DBA palladium or palladium acetate. The method for synthesizing cinacalcet hydrochloride greatly lowers the production cost, and is suitable for industrialized mass production. The method for synthesizing the 3-(3-(trifluoromethyl)phenyl)propyl-1-amine greatly lowers the production cost, and has higher yield.

The method of catalyzing hydrogenation of ketone enantioselectively with homogeneous Pt catalyst system has chiral diphosphorus complex of Pt as catalyst system, reaction temperature of 25-75deg.c, solvent of 2, 2, 2-trifluoroethanol, reaction pressure of 3-70 atm and chiral diphosphorus ligand used. The homogeneous Pt catalyst system is prepared through mixing metal precursor of Pt and chiral diphosphorus ligand at room temperature and the subsequent vacuum concentrating. The catalyst can result in asymmetrical inducing as high as 92 % on alpha-one-benzamide substituted ketone. The present invention has simple operation, facile material, high reaction selectivity, high yield and environment friendship.

A metal complex as catalyst with wide range of application is prepared from chiral spirocyclic mono-phosphorus (mono-phosphine) ligand and Ni. It can be used in asymmetrical olefinic hydrogenation reaction to obtain a compound with chiral center. Its preparing process is also disclosed.

The invention discloses a biphenyl ligand, a synthetic method thereof and an application thereof in an asymmetric methoxyl carbonylation reaction, catalyzed by palladium, of racemized propargyl alcohol carbonate, wherein the biphenyl ligand is R-(+)-2,2'-bis(di(3,5,dimethoxyphenyl)-6,6'-dimethoxy-1,1'-biphenyl. The biphenyl can achieve asymmetric induction to the methoxyl carbonylation reaction of the racemized propargyl alcohol carbonate and 2,3-allenoate having higher optical purity can be prepared in high efficiency.

The invention relates to an asymmetric oxidation method for dexlansoprazole. The invention provides a method for producing 2-[[3-methyl-4-(2,2,2-trifluoroethoxyl)pyridine-2-radical]methylsulfinyl]-1H-benzimidazole. The method comprises the step of: in an organic solvent, performing the oxidation reaction on 2-[3-methyl-4-(2,2,2-trifluoroethoxyl)-2-pyridine]methylsulfonyl-1H-benzimidazole and an oxidizing agent under the existence of an asymmetric induction effect catalyst and alkali. The method is characterized in that the quantity of the oxidizing agent is about 1.2-1.4 molar equivalents relative to the 2-[3-methyl-4-(2,2,2-trifluoroethoxyl)-2-pyridine]methylsulfonyl-1H-benzimidazole. According to the production method disclosed by the invention, by controlling the use quantity of the oxidizing agent, raw materials can be completely converted and over oxidation is also avoided, so that target optical rotation sulfoxide derivatives can be effectively and industrially prepared under high yield and in a large scale by the convenient method, meanwhile, quite high enantioselectivty is realized and the quantity of over oxidation byproducts is very small.

The invention discloses a planar chiral double-reactive center ruthenium catalyst, synthesis and an application thereof. The planar chiral double-reactive center ruthenium catalyst provided by the invention not only is simple in synthesis, but also has double reactive centers, and can be used efficiently for asymmetric catalytic hydrogenation of beta-aminoketone compounds; and finally a conversion rate of 100% and an asymmetric induction effect of more than 99.9% can be achieved. The synthesis of the catalyst of the invention is simple in operation, and high in selectivity and yield, and has good atom economy and good industrial application prospects.

The invention discloses a graphene adsorption multi-component chiral catalyst and application thereof in asymmetric hydrogenation, and belongs to the field of organic chemistry. A hybrid material multi-component chiral catalyst 2a @ graphene adsorbed on graphene is prepared by using an in-situ immobilization strategy, and when the catalyst is applied to hydrogenation of a dehydroamino acid derivative, a good asymmetric induction effect is shown, and the conversion rate reaches 99% or above and the highest ee is 96%. And after the reaction is finished, recycling can be realized through simple filtration. The graphene adsorption multi-component chiral catalyst provides a good reference for developing other heterogeneous hybrid chiral catalysts based on non-covalent interaction asymmetric reaction.