75 results about "Trimethylsilyl trifluoromethanesulfonate" patented technology

Disclosed is a liquid chemical for forming a water-repellent protecting film at least on a surface of a recessed portion of an uneven pattern at the time of cleaning a wafer having a finely uneven pattern at its surface and containing silicon at least a part of the uneven pattern. This liquid chemical contains a silicon compound A represented by the general formula: R¹_aSi(H)_bX_4-a-b and an acid A, the acid A being at least one selected from the group consisting of trimethylsilyl trifluoroactate, trimethylsilyl trifluoromethanesulfonate, dimethylsilyl trifluoroactate, dimethylsilyl trifluoromethanesulfonate, butyldimethylsilyl trifluoroactate, butyldimethylsilyl trifluoromethanesulfonate, hexyldimethylsilyl trifluoroacetate, hexyldimethylsilyl trifluoromethanesulfonate, octyldimethylsilyl trifluoroactate, octyldimethylsilyl trifluoromethanesulfonate, decyldimethylsilyl trifluoroacetate and decyldimethylsilyl trifluoromethanesulfonate.

The invention belongs to the technical field of organic chemistry and pharmaceutical chemistry, and particularly relates to a method for preparing 2-C-acetonyl-2-deoxy-D-galactopyranose and derivatives of the 2-C-acetonyl-2-deoxy-D-galactopyranose. In the method, a 1,2-deoxy-7-C-acetyl-alpha-D-galactopyranose derivative reacts with glycosylated acceptors of alcohol, thioalcohol, amino acid derivatives, monosaccharide derivatives and the like in the presence of one of trimethylsilyl trifluoromethanesulfonate, boron trifluoride ether, anhydrous aluminum trichloride, anhydrous bismuth trichloride and anhydrous zinc chloride to generate the 2-C-acetonyl-2-deoxy-D-galactopyranose and the derivatives thereof. The method has the advantages of mild reaction condition, good reaction selectivity, high yield and the like.

The invention discloses a preparation method of a Cangrelor intermediate. The preparation method comprises the following steps of enabling ethyl cyanoacetate and thiourea to perform closed-loop reaction to generate a product under the alkaline condition, reacting the product and trifluoropropane under the alkaline condition, performing nitration reaction and reduction reaction, and performing closed-loop reaction with formic acid; chlorinating the generated product, and performing condensation reaction on the product and 2-(thiomethyl)ethylamine under the alkaline condition; reacting the obtained product and 1,2,3,5-tetraacetyl-beta-D-ribofuranose under the actions of alkylating agent and TMSOTF (trimethylsilyl trifluoromethanesulfonate), and hydrolyzing the product under the alkaline condition, so as to obtain the Cangrelor intermediate. The preparation method has the advantages that the silica-gel column chromatography is not needed, so that the technology cost is greatly reduced; the carbon disulfide, fuming nitric acid or concentrated sulfuric acid is not used in the preparation process, so that any danger is avoided; the noble metal hydrogenating reducing agent is not needed, so that the cost is reduced, and the operation danger is decreased; the operation is easy, safe and reliable, and the preparation method is suitable for large-scale industrial production.

The invention relates to a solid-phase synthesis method of coumarin and an analogue (I) thereof and belongs to the field of organic chemistry. The method comprises the following steps: 1) taking 1% of cross-linked polystyrene resin as a carrier to prepare a polystyrene-supported seleno-succimide reagent (III); 2) using the III to induce phenyl acrylate (V) to perform intramolecular cyclization under the catalysis of trimethylsilyl trifluoromethanesulfonate so as to form 3-polystyrene-supported seleno-3,4-dihydro-benzopyran-2-ketone (VI); and 3) performing oxidation elimination on the VI via an oxidant so as to directly get the coumarin (I) without further separation. When the phenyl acrylate (V) is replaced by N-phenyl acrylamide, the analogue of the coumarin, namely a 2-quinolone compound, can be prepared through the same steps. The solid-phase synthesis method disclosed by the invention has the advantages of easily available raw materials, good product yield, high purity, simplicityand convenience in operation, simple post-treatment and great industrial application prospects.

The invention discloses a synthetic method of (R)-2-methyl-4-nitro-1-butanol. The method comprises the following steps that firstly, (S)-alpha, alpha-diphenyl-pyrrolidinemethanol is reacted with trimethylsilyl trifluoromethanesulfonate under the catalyzing action of triethylamine to obtain (S)-2-(1, 1-diphenyl-1-trimethylsilanolate) methyl pyrrolidine, and secondly, (S)-2-(1, 1-diphenyl-1- trimethylsilanolate) methyl pyrrolidine is reacted with acetaldehyde, 3-nitrobenzoic acid and nitro ethylene in a mixing mode to obtain (S)-2-methyl-4-nitro n-butanal, and the (S)-2-methyl-4-nitro n-butanal is reduced to obtain (R)-2-methyl-4-nitro-1-butanol. By means of the method, the (R)-2-methyl-4-nitro-1-butanol can be obtained directly instead of racemate, the racemate is prevented from being resolved, cost is saved, and the yield is 50%.

The invention relates to a preparation method of Trimethylsilyl trifluoromethanesulfonate, and belongs to the field of a fine chemical industry. The preparation method comprises the following specific steps: a compound of which the general formula is CF3SO2X reacts with hydroxytrimethylsilane, wherein X is Cl, F or OSO2CF3, and hydroxytrimethylsilane is used as a silicon alkylation reagent of the reaction; the reduced pressure distillation is carried out on a reaction mixture after the reaction is finished to collect Trimethylsilyl trifluoromethanesulfonate of which the mass content is higher than 99.0%, wherein the mole ratio of the CF3SO2X to the hydroxytrimethylsilane in the reaction is (1.00: 0.80) to (1.00: 1.60), the reaction time is 1 to 10 hours, the reduced pressure distillation is carried out on the reaction mixture after the reaction is finished, and the pressure is 0.005 to 0.030MPa.

Disclosed is a chemical solution for forming a water-repellent protective film (10) on at least the surfaces of concaved parts in a fine concave-convex pattern (2) that is formed on the surface of a wafer (1) containing a silicon atom in at least a part thereof, during the washing of the wafer (1). The chemical solution comprises a silicon compound (A) represented by the general formula: R1 aSi(H)bX4-a-b and an acid (A), wherein the acid (A) comprises at least one compound selected from the group consisting of trimethylsilyltrifluoroacetate, trimethylsilyltrifluoromethanesulfonate, dimethylsilyl- trifluoroacetate, dimethylsilyltrifluoromethanesulfonate, butyldimethylsilyltrifluoroacetate, butyldimethyl- silyltrifluoromethanesulfonate, hexyldimethylsilyl- trifluoroacetate, hexyldimethylsilyltrifluoro- methanesulfonate, octyldimethylsilyltrifluoroacetate, octyldimethylsilyltrifluoromethanesulfonate, decyldimethyl- silyltrifluoroacetate and decyldimethylsilyl- trifluoromethanesulfonate.

The invention relates to a novel technology for synthesis of capecitabine. The technology is characterized in that: 5-fluorocytosine protected by trimethyl silicon is taken as raw material; and the capecitabine is obtained after condensation, esterification and deacetylation. The Reaction sequence is more economically reasonable, the synthetic route is short, the cost is low, the operation is simplified, the yield is high, the synthetic period is short, the quality of intermediates can be controlled, solvents used in reaction are few, pollution to the environment is little, and the technology is suitable for industrial production. Comparing the technology with the prior art for capecitabine production, trimethylsilyl trifluoromethanesulfonate (TMSOTf) which replaces a heavy metal agent stannic chloride is used as a condensing agent for glycosylation (condensation), and a sodium methoxide/methanol system replaces an ammonia gas/methanol system for deacetylation, so that the production yield is increased, and heavy metal residues of the products and the environmental pollution are reduced. The overall yield of the technology of the invention reaches 59%, the purity of the production is high and meets the standards of the United States Pharmacopeia.

The invention provides a preparation method of capecitabine intermediate 2',3'-di-O-acetyl-5'-deoxy-5-fluorocytidine, which is suitable for actual industrial big production and has the advantages of high yield and quality and fine stability. The preparation method of capecitabine intermediate comprises the step of innovatively using a trifluoromethanesulfonic acid trimethylsilyl ester catalyst as the silanization agent of 5-fluorocytosine. The method has the advantages of high yield and good quality, and the process is simple and easy to operate.

The invention relates to a TMSOTf (trimethylsilyl trifluoromethanesulfonate) purifying method and belongs to the technical field of fine chemical engineering. The method comprises steps as follows: HCL is removed in an HCL-removing rectifying tower under conditions that the pressure of a tower kettle ranges from -0.098 MPa to -0.002 MPa, the temperature of the tower kettle ranges from 40 DEG C to 138 DEG C, the temperature of the tower top ranges from 20 DEG C to 120 DEG C, the feed quantity ranges from 5 m<3>/h to 500 m<3>/h, and the reflux ratio ranges from 200 to 2000; then CF3SO3H is removed in a CF3SO3H-removing rectifying tower under conditions that the pressure of a tower kettle ranges from -0.099 MPa to -0.008 MPa, the temperature of the tower kettle ranges from 20 DEG C to 100 DEG C, the temperature of the tower top ranges from 0 DEG C to 80 DEG C, and the reflux ratio ranges from 200 to 1000; the temperature of each tower top is lower than that of each tower kettle. The energy consumption of the method is obviously lower than that of a repeated distillation method, impurity recovery measures are complete, impurity gases, namely, the CF3SO3H and the HCL, can be removed in an efficient, low-cost and pollution-free manner, and purer TMSOTf can be obtained.

The invention belongs to the technical field of organic chemistry and pharmaceutical chemistry, and in particular relates to a method for stereoselective preparation of derivatives of pyrane. The method comprises the following steps of: under the protection of inert gases, adding derivatives of 1-p-tolylthio-2-C-glyoxyl-alpha-D-glucopyranose, derivatives of 1-thiophenyl-2-C- glyoxyl-alpha-D-glucopyranose or derivatives of 1-ethylthio p-tolyl-2-C-glyoxyl-alpha-D-glucopyranose, which serve as reactants, into a reactor, adding alcohol, phenol, trimethylsilyl azide or monosaccharide derivatives, adding a solvent such as methylene chloride to dissolve the raw materials, and performing the reaction at the reaction temperature of between 40 DEG C below zero and room temperature in the presence of a catalyst which is N-iodosuccinimide, or N-bromosuccinimide, or copper bromide and tetrabutylammonium bromide, or iodine, bromine simple substance or N-iodosuccinimide and trimethylsilyl triflate, or trifluoromethanesulfonic silver, or paratoluenesulfonic acid or trifluoromethanesulfonic acid to obtain the derivatives of pyrane. The method has the advantages of simple operation, high selectivity, low cost, light environmental pollution and the like.

The invention discloses a method for preparing decitabine. The method comprises the following steps of: using 2-deoxy-D-ribose as a raw material; protecting the raw material by a pivaloyl group, and then reacting the raw material with alkylated 5-azacytosine under the action of a proper amount of a catalyst namely trimethylsilyl trifluoromethanesulfonate; performing hydrolysis to prepare a crude product of the decitabine without purification by a chromatography column; and performing recrystallization to prepare pure decitabine under the condition of a proper solvent. The method for preparing the decitabine greatly improves the total yield, greatly reduces the product cost, and is more suitable for large-scale industrial production.

The invention discloses a preparation method of trimethylsilyl trifluoromethanesulfonate, which comprises the following steps: adding anhydrous trifluoromethanesulfonic acid and anhydrous trimethylchlorosilane into a reaction vessel, and reacting at 10-30 DEG C for 12 hours while stirring under an inert gas protective atmosphere; and after the reaction is finished, performing reduced pressure distillation for 1-2 hours, and collecting the distillate of 125-135 DEG C, which is the trimethylsilyl trifluoromethanesulfonate. According to the method, no side reaction exists in the preparation process; the product is high in purity and yield and low in cost; and the purity of the product is up to 99.9%, and the yield of the product is up to 97.8%.

The disclosure relates to a method for preparing morphine-6-glucuronide or one of the deritives thereof comprising reacting a compound of formula (I):

wherein R₁ is as defined in the disclosure,

with a glucuronic acid derivative of formula (II):

wherein PG, X, and R₄ are as defined in the disclosure,

in the presence of an aromatic solvent and trimethylsilyl trifluoromethanesulfonate;

(ii) reacting the product obtained in step (i) with a strong basic agent; and then (iii) recovering the product obtained in step (ii).

The invention relates to a method and equipment for producing trimethylsilyl trifluoromethanesulfonate, which belongs to the technical field of trimethylsilyl trifluoromethanesulfonate production. Themethod comprises the following steps of adding trifluoromethanesulfonic acid into a reaction kettle, dropwisely adding trimethylchlorosilane, reacting at 20-30 DEG C under 0.002-0.003 MPa for 8.5-10hours, carrying out reduced pressure distillation, and collecting 125-135 DEG C fractions, thereby obtaining the trimethylsilyl trifluoromethanesulfonate. The equipment comprises a reaction kettle anda quantitative tank, a fixed plate is fixed in the reaction kettle, a rotating rod is rotatably connected to the fixed plate, a motor fixed to the rotating rod is installed at the bottom of the reaction kettle, a stirring mechanism is arranged on the outer side of the rotating rod, and a titration opening is formed in the top of the reaction kettle and connected with a titration mechanism in a liquid inlet pipe at the bottom of the quantitative tank; astrip-shaped cavity is arranged on one side wall of thequantitative tank; a control mechanism connected with the titration mechanism is arranged in the strip-shaped cavity, and an injection port and a nitrogen filling port are formed in the other side wall of the strip-shaped cavity. The equipment can accurately control the trimethylchlorosilane titration speed, and the product purity is higher.

The invention discloses a preparation method of an aryl iodine compound containing carboxydifluoromethylene at ortho-position. The preparation method is characterized by including: at the presence oftrimethylsilyl trifluoromethanesulfonate, allowing aryl iodine diacetate shown as a structural formula (I) and pentafluoroacetone enol silicon ether shown as a structural formula (II) to be in rearrangement reaction, and hydrolyzing under strong base to obtain the aryl iodine compound containing methylene difluoroacetate and shown as a structural formula (III), wherein R1 is selected from hydrogen, halogen, alkyl, alkoxy, carbalkoxy, halogenated alkyl, halogenated alkoxy, carbalkoxy substituted alkyl, amino substituted alkyl, carbalkoxy and amino substituted alkyl, cyano or nitro, and Ar is selected from benzene ring, naphthalene ring and thiophene ring. The preparation method has the advantages of being mild in reaction condition, high in selectivity and yield, easy-to-separate in productand simple in operation.

The invention discloses a polypropylene composite material as well as a preparation method and application thereof, and the polypropylene composite material comprises the following components in parts by weight: 10-50 parts of polypropylene resin; 10 to 40 parts of polyformaldehyde resin; 1 to 3 parts of trimethylsilyl trifluoromethanesulfonate; 5 to 15 parts of starch; 10 to 20 parts of mica; and 20 to 30 parts of microbeads. The polypropylene resin and the polyformaldehyde resin are selected and blended to form the alloy, the incompatibility of the two phases enables the material to have phase separation in structure, and meanwhile, the starch, the mica and the microbeads are added to form a multiphase structure, so that the phase structure of the material is more dispersed, and the microdefects in the material are increased. Therefore, the elongation at break and the deflection of the material are greatly reduced, the brittleness of the material is remarkably improved, the application of the polypropylene composite material is further widened, and the polypropylene composite material can be used in some special occasions with high requirements on the brittleness of the material.

The invention discloses a preparation method of large-steric-hindrance alkyl substituted phosphite diester, and relates to a novel method for preparing the large-steric-hindrance alkyl substituted phosphite diester compound which is difficult to synthesize by a known method through direct reaction of large-steric-hindrance alcohols and triphosphite by using trifluoromethanesulfonic acid trimethylsilyl ester as a catalyst. Therefore, the method can be a breakthrough for synthesizing the large-steric-hindrance alkyl substituted phosphite diester compound by an Arbuzov method, and is an improvedArbuzov method with high universality due to the fact that the method is also suitable for common primary alcohol raw materials. Specifically, according to the method, stable and low-toxicity large-steric-hindrance alcohols are used as raw materials; the method has the advantages of simple reaction conditions, easy operation and no need of a solvent, no transition metal is contained in the catalyst, the product has no transition metal residual hidden trouble, the byproduct is micromolecular alcohols such as ethanol, and almost no toxicity exists, so the method is a green synthesis method of large-steric-hindrance alkyl substituted diphosphite, and has good research value and synthesis application prospect.