146 results about "Trimethyl orthoformate" patented technology

The present invention relates to a new industrial process for the synthesis of solvate- free 17a-acetoxy-11ss-[4-(N,N-dimethyl-amino)-phenyl]-19-norpregna-4,9-diene-3,20-dione [CDB -2914] of formula (I) which is a strong antiprogestogene and antiglucocorticoid agent. The invention also relates to compounds of formula (VII) and (VIII) used as intermediates in the process. The process according to the invention is the following: i) 3-(ethylene-dioxy)-estra-5(10),9(11)-diene-17-one of formula (X) is reacted with potassium acetilyde formed in situ in dry tetrahydrofuran by known method, ii) the obtained 3-(ethylene-dioxy)-17a-ethynyl-17ss-hydroxy-estra-5(10),9(11)-diene of formula (IX) is reacted with phenylsulfenyl chloride in dichloromethane in the presence of triethylamine and acetic acid, iii) the obtained isomeric mixture of 3-(ethylene-dioxy)-21-(phenyl-sulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene of formula (VIII) is reacted first with sodium methoxide in methanol, then with trimethyl phosphite, iv) the obtained 3-(ethylene-dioxy)-17a-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene of formula (VII) is reacted with hydrogen chloride in methanol, then v) the obtained 3-(ethylene-dioxy)-17a-hydroxy-19-norpregna-5(10),9(11l); -diene-20- one of formula (VI) is reacted with ethylene glycol hi dichloromethane in the presence of trimethyl orthoformate and p-toluenesulfonic acid by known method, vi) the obtained 3,3,20,20-bis(ethylene-dioxy)-17a-hydroxy-19-norpregna- 5(10),9(11)-diene of formula (V) is reacted with hydrogen peroxide in a mixture of pyridine and dichloromethane in the presence of hexachloroacetone by known method, vii) the obtained 3,3,20,20-bis(ethylene-dioxy)-17a-hydroxy-5,10-epoxy-19-norpregn-9(11)-ene of formula (IV), containing approximately a 1:1 mixture of 5a,10a- and 5ss,10ss-epoxides, is isolated from the solution and reacted with a Grignard reagent obtained from 4-bromo-N,N-dimethyl-aniline in tetrahydrofuran.

The invention relates to a preparation method of an azoxystrobin intermediate. The method comprises the following steps of: (1) synthesizing benzofuranone from o-hydroxyphenylacetic acid serving as a raw material; and (2) making benzofuranone react with trimethyl orthoformate to generate the azoxystrobin intermediate, wherein no solvent is used in the reaction in the step (1); and the reaction isperformed by the following steps of: putting o-hydroxyphenylacetic acid and 0-3 percent of catalyst into a reaction kettle; preserving heat in vacuum at the temperature 125-180 DEG C to react for 2-3hours; and evaporating water generated by the reaction in vacuum, wherein the residue in the reaction kettle is benzofuranone. The method has the advantages of simple process, high yield of the azoxystrobin intermediate and low production cost.

The invention relates to a simple and quick method for synthesizing an improved vitamin B1 intermediate 2-methyl-4-amino-5-aminomethylpyrimidine. The method comprises the following steps: condensing 3-alkyl (aryl) formamido-propionitrile serving as a raw material with acetamidine in the catalytic action of lewis acid; cyclizing with trimethyl orthoformate, and hydrolyzing under an alkaline condition to prepare the vitamin B1 key intermediate 2-methyl-4-amino-5-aminomethylpyrimidine. The four reacting processes are performed in sequence by a one-pot reaction, and the product in each step does not need to be separated and purified. According to the method, highly carcinogenic o-chloroaniline or other small molecular aniline compounds are not used, residues of o-chloroaniline compounds in the vitamin B1 product can be eliminated. Furthermore, the preparation process is short and convenient in flow, small in wastewater amount and high in yield.

The invention discloses a method for preparing progesterone by taking 1,4-androstenedione as a raw material, which comprises the following steps: 1) dissolving 1,4-androstenedione into an organic solvent, adding the acid of trimethyl orthoformate or triethyl orthoformate, and introducing nitrogen to protect the 1,4-androstenedione to synthesize the enol ether of 1,4-androstenedione, namely 3-methoxy-androstane 3,5-diene-20-ketone; and 2) dispersing (1-methoxy ethyl)-triphenylphosphine salt in a reaction medium, an organic solvent, adding alkali at low temperature, performing a Wittig reaction of the 3-methoxy-androstane 3,5-diene-20-ketone synthesized in the step 1), and purifying and crystallizing to obtain progesterone. By adopting the 1,4-androstenedione as the raw material, the method solves the problem that of lack in raw materials for synthesizing steroid drugs such as progesterone, and improves the utilization rate of 1,4-androstenedione and the yield of progesterone; the preparation process is simple.

A lappaconitine acetal derivative with antineoplastic activity and a synthetic method thereof are disclosed. By using lappaconitine and an aromatic aldehyde derivative as raw materials, an unreportedlappaconitine acetal derivative is synthesized under catalysis of phospho-tungstic acid and trimethyl orthoformate. The synthetic method of the lappaconitine acetal compound has high operational safety and mild reaction conditions, and is suitable for industrial production. It shows through preliminary biological activity tests that the compound has good antineoplastic activity and can be used inthe research on antineoplastic drugs.

The invention relates to a production process for synthesizing 9-cyclo-hexadecylene lactone, which comprises the following steps: (1) putting aleuritic acid and trimethyl orthoformate into a reactor according to weight ratio of between 1 to 0.5 and 1 to 4, and heating up the mixture to raise the temperature to finish a deshydroxy polyreaction at a temperature of between 60 and 180 DEG C; and (2) adding a depolymerization catalyst into the mixture to perform a depolymerization cyclization reaction under vacuum condition at a temperature of between 180 and 240 DEG C to generate the product of the 9-cyclo-hexadecylene lactone which is distilled out through adding an azeotropic agent to perform continuous azeotropic azeotropy, and rectifying and refining the distilled product to obtain the finished product of the 9-cyclo-hexadecylene lactone. The production process has the advantages that catalysts such as proton acid, low-carbon alkyl anhydride and the like are not used so that the cost is reduced, washing wastewater treatment processes are reduced, and no environmental pollution is caused; and the complex reaction processes are finished through simple process steps in a reaction pot, so that the operation is greatly simplified, and the industrial production is achieved.

The invention discloses a synthesis method of 2, 9-substituted 4-halogenated-1, 10-phenanthroline, and belongs to the technical field of organic synthesis. The synthesis method comprises the followingsteps: S1, coupling mimic acid and trimethyl orthoformate to form alkene; S2, reacting a 8-aminoquinoline derivative with an intermediate alkene in the first step to generate secondary amine; S3, allowing secondary amine to be subjected to intramolecular cyclization to prepare a phenanthroline derivative of 4-keto carbonyl; and S4, synthesizing 4-halogenated-1, 10-phenanthroline of which the 2, 9positions are substituted through halogenation of phosphorus oxyhalide. According to the method, a four-step synthesis method is adopted, all the raw materials are strictly fed in sequence, corresponding purification treatment is carried out after each step of reaction, the conversion rate of each step of reaction is increased, finally, the yield of the product is effectively increased, and the problems that an existing synthesis method is difficult to synthesize and purify through adoption of a one-pot method, and the yield is low are solved; and the purification process is simple, generation of a large amount of waste acid is avoided, environment friendliness is achieved, and industrial production is facilitated.

The invention relates to a method for synthesizing 3-(Boc-aminomethyl)cyclobutanone. The method for synthesizing 3-(Boc-aminomethyl)cyclobutanone provided by the invention mainly solves the technicalproblems of high raw material cost and relatively difficult post-processing according to the existing synthesis method. The method for synthesizing 3-(Boc-aminomethyl)cyclobutanone provided by the invention comprises the following steps: 3-oxocyclobutanecarboxylic acid and trimethyl orthoformate are reacted in the methanol solution to generate a compound 1; the compound 1 and benzylamine are reacted in the methanol solution under an action of sodium methoxide to generate a compound 2; the compound 2 and sodium bis(2-methoxyethoxy)aluminiumhydride are reacted in tetrahydrofuran solution to generate a compound 3; the compound 3 is subjected to a Pd / C debenzylation and hydrogenation operation in the methanol solution to obtain a compound 4; the compound 4 and Boc2O are reacted in the methanolsolution to obtain a compound 5; the compound 5 is reacted in a 0.05 M hydrochloric acid solution generate a target compound 6. By performing an enzymatic catalyzed deglandulation action of on the corresponding prochiral 3-substituted cyclobutanone, a series of gamma-butyrolactone derivatives, including some spiro derivatives, can be obtained; and all the derivatives are inhibitors having good biological activity.