35 results about "Enediynone" patented technology

The invention provides compositions and methods for producing androstenedione (4-androstenedione), of improved purity and for modulating its production, for example by deletion or inactivation of ksdA, cxgA, cxgB, cxgC, or cxgD. The invention also provides methods and compositions, including nucleic acids that encode enzymes, for producing 1,4-androstadiene-3,17-dione (ADD) and related pathway compounds, including 20-(hydroxymethyl) pregna-4-en-3-one and 20-(hydroxymethyl)pregna-1,4-dien-3-one. The compositions of the invention include nucleic acids, probes, vectors, cells, transgenic plants and seeds, transgenic animals, kits and arrays.

The invention relates to a method for synthesizing 21-hydroxy-17-(1-oxopropoxy)pregna-4-ene-3,20-dione, which comprises the steps of using 11-deoxypicanol as a raw material, selectively esterifying 17alpha-site secondary hydroxyl of 11-deoxypicanol by a chemical synthesis protective group means, and simultaneously retaining 21st-site primary hydroxyl of 11-deoxypicanol without esterification, thereby obtaining 21-hydroxy-17-(1-oxopropoxy)pregna-4-ene-3,20-dione. The method provided by the invention is a one-kettle reaction intermediate product without separation and purification, is more suitable for large-batch industrial preparation, and has the advantages of mild reaction conditions, high yield, simple post-treatment and the like.

The invention belongs to the technical field of steroid drug intermediates, and provides a preparation method of 6-dehydronandrolone acetate. The preparation method comprises the following steps: carrying out a catalytic reaction on estra-4-ene-3,17-dione, acetic anhydride and p-toluenesulfonic acid to obtain a compound 1; carrying out a reduction reaction on the compound 1, hydroboron and aluminum trichloride to obtain a compound 2; subjecting the compound 2 and N-bromosuccinimide to reacting with DMF to obtain a solution of a compound 3; carrying out an addition reaction on the solution of the compound 3 and alkali to obtain a compound 4; and subjecting the compound 4, acetic anhydride, triethylamine and dichloromethane to a catalytic reaction to obtain 6-dehydronandrolone acetate. By adding borohydride and the aluminum trichloride in a reasonable ratio, hydrolysis of a 3-site ester group is effectively avoided, and side reactions are few; and meanwhile, the yield and the purity of a target product are remarkably improved by reasonably setting a synthesis route and controlling a reaction temperature.

The invention relates to a preparation method of an important intermediate of cortisone acetate, and in particular relates to a preparation method of cortisone acetate intermediate 17alpha-hydroxypregnen-4-alkene-3,11,20-triketone. The preparation method comprises the following steps of (1) preparing an oxidization reagent A; (2) oxidizing 11alpha, 17 alpha-dihydroxypregnen-4-alkene-3,20-diketone to generate 17alpha-hydroxypregnen-4-alkene-3,11,20-triketone. According to the invention, the problem that industrialized production of 17alpha-hydroxypregnen-4-alkene-3,11,20-triketone in a proper workshop is carried out is solved, so the preparation method disclosed by the invention has the characteristics of lower cost and proper yield, and is more suitable for industrialized large-scale production; the reference quality yield of the 17alpha-hydroxypregnen-4-alkene-3,11,20-triketone obtained by the preparation method is 90-100%, and the reference high performance liquid chromatography purity of the 17alpha-hydroxypregnen-4-alkene-3,11,20-triketone is 95-99.9%.

The invention discloses a method for preparing dehydroepiandrosterone through a chemical-enzyme method. The method comprises that dehydroepiandrosterone is prepared from 4-androstenedione as an initial substrate orderly through a chemical method and a biological method. In preparation, the two reaction processes are optimized. In the chemical method-based 5-androstenedione preparation process, a reaction solution is added into an aqueous solution with sodium ascorbate and acetic acid so that reaction conditions are mild. In the second biological method-based dehydroepiandrosterone preparation process, a ketoreductase is used as a catalyst so that the product yield and purity are improved. In the whole reaction processes, use amounts of a coenzyme and potassium tert-butoxide are low and a high practical value is obtained.

The invention discloses an indirect and direct synthesizing method of 6 alpha-bromine-androster-4-olefin-3, 17-diketone, which comprises the following steps: 1. using strong acid to transmit 6 beta-bromine-androster-4-olefin-3, 17-diketone in the water to obtain pure 6 alpha-bromine-androster-4-olefin-3, 17-diketone; 2. synthesizing 6 alpha-bromine-androster-4-olefin-3, 17-diketone based on androster-4-olefin-3, 17-diketone as raw material in the Br2 / HOAc / THF; affirming stereoscopic structure of two-method product consistent through X-diffraction.

The invention discloses a fluorescent probe for detecting trace water in 1,4-dioxane and a preparation method thereof. The present invention utilizes 4-dimethylaminocinnamaldehyde as a raw material, carries out aldol condensation reaction with the complex of 2,4-pentanedione and boron trifluoride ether, and then performs aldol condensation reaction with 3-methoxy-4-hydroxybenzaldehyde Condensation reaction, get fluorescent probe 1‑(3‑methoxy‑4‑hydroxyphenyl)‑9‑(4‑(dimethylaminophenyl) nonyl‑1, 6, 8‑triene‑3, 5‑ Diketone boron difluoride complex. This fluorescent probe can quickly react with traces of water in 1,4-dioxane, causing the red fluorescence of the fluorescent probe to be quenched, so it can be used to detect 1, The trace amount of water in 4-dioxane has the advantages of high sensitivity, high selectivity, quantitative and rapid detection, etc., and has a good application prospect.

The present invention uses 4-ene-3,20-diketone steroid compound as starting material, and utilizes Agsidiaceae and Arthrobacter to jointly ferment one-step preparation of 11βhydroxy-1,4-diene-3,20-diketone steroid compound.

The invention discloses a method for preparing 16α-hydroxyprednisolone, which belongs to the technical field of medicine preparation and processing. The method uses 21-hydroxypregna-1,4,9(11), 16-tetraene-3,20-dione-21-acetate as the starting material, and undergoes oxidation, bromohydrin, debromination and alcoholysis , to prepare 16α‑hydroxyprednisolone. The method for preparing 16α-hydroxyprednisolone of the present invention can effectively control the generation of impurities in the reaction process by improving the deficiencies of the traditional process, the reaction process is mild, and the overall conversion rate is high; the inventive method has low requirements on the reaction device, The operation cost is low, the operation is simple and convenient, suitable for industrialized production, and has a good market prospect.

The invention relates to a method for reducing impurities in an ethyldiketone 11a hydroxylation process by using a mixed solvent. The method comprises the following steps: a Metarhizium anisopliae strain is cultured to obtain Metarhizium anisopliae thalli, and the thalli are collected; after the thalli are collected, feeding and conversion are conducted, specifically, a substrate DL-18-methyl-gon-40-en-3,17-dione is dissolved with the mixed solvent prepared from DMF and DMSO, the collected thalli are fed into the substrate, and the substrate is converted into 11a-hydroxy-18-methyl-estr-4-ene-3,17-dione. The method provided by the invention can obviously reduce the generation of impurities in the ethyl diketone biological hydroxylation product, especially the generation of 10a-OH ethyl diketone and 6 beta-ethyl diketone, increases the conversion rate, simplifies the after-treatment process and increases the average yield.

The invention discloses a preparation method of 19 hydroxylated cortodoxone derivative and 19-hydroxy-4-androsten-3,17-dione, and belongs to the fields of organic synthesis and pharmacy. The preparation method provided by the invention comprises the following steps: using 19-hydroxy-cotondoxone as a raw material; performing at least one of the following reactions among 19-hydroxy-cotondoxone underrespective actions of hydrogen peroxide, trimethyl iodosilane, palladium on activated carbon, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, iodobenzene oxide, sodium borohydride, sodium periodate and other reagents: performing structural modification on a ring A and a ring B of 19 hydroxylated cortodoxone, substituting 17, 21 and / or 19 hydroxyl with substituents, and excising a side chain of 19 hydroxylated cortodoxone. The preparation method provided by the invention greatly improves preparation efficiency of an essential intermediate 19-hydroxy-4-androsten-3,17-dione for synthesizing norethindrone contraceptives, and reduces production costs of medicines.

The invention belongs to the technical field of preparation of steroid hormone drugs, and particularly relates to a preparation method of 1alpha-hydroxyl dehydroepiandrosterone, which comprises the following steps of by taking a compound I (1, 4-androstenedione) as a raw material, sequentially carrying out ketalation reaction, transposition reaction, epoxy reaction and reduction hydrolysis reaction to obtain a target product V (1alpha-hydroxyl dehydroepiandrosterone). The problems of high technical requirements for removing isomers, difficulty in separation, low yield and the like in the prior art can be effectively solved.

The invention discloses a high-efficiency Δ 9,11 A preparation method of canrenone belongs to the technical field of preparation of intermediates of medicines. The method is based on 9α-hydroxy-4-androstenedione as a raw material, and the 9-position hydroxyl group is first eliminated by dehydration reaction to generate Δ 9,11 Double bond, then protect the 3-position carbonyl group, then epoxidize the 17-position carbonyl group, and condense with malonic acid diester to form a lactone ring, and obtain Δ after oxidative decarboxylation or decarboxylation oxidation reaction 9,11 ‑Canrenone, the raw materials of the method of the present invention are cheap and easy to obtain, the cost is low, the reaction products involved in each step are easy to purify, and the total mass yield of the final product is higher than 80%. The method of the present invention has strong operability and extremely high commercial Competitive, suitable for industrialized large-scale production, and has good economic benefits.

The invention relates to a method for preparing epiandrosterone by taking androstenedione as a raw material, and a target product epiandrosterone is obtained through the four-step reactions of a 3-carbonyl alkene esterification reaction, a 17-carbonyl ketal protective reaction, a hydrolysis and palladium carbon catalytic reduction reaction and an acid hydrolysis reaction of androstenedione. Compared with the existing synthesis method, the source of the raw material of the method is rich, the price is low, the synthesis condition is mild, the reduction effect of a catalyst is good, the yield ishigh, the production cost is relatively low, and the method is suitable for industrial production.

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.