cas 13951-70-7, 11a,16b,17,21-Tetrahydroxy-pregna-1,4-diene-3,20-dione

Articles about 13951-70-7Total 15 be found

Article title
Article abstract
Author
Journal number and time
Download

Preparation method and application of 16, 17-dihydroxy steroid compound
The invention provides a preparation method and application of a 16, 17-dihydroxy steroid compound, and relates to the technical field of chemical synthesis. The method comprises the steps of: (a) reacting a compound shown as a formula I, lewis acid and an azole compound to obtain a compound shown as a formula II; and (b) reacting the compound as shown in the formula II, cyclic acyl peroxide and water, and then hydrolyzing under an alkaline condition to obtain a compound as shown in a formula III. Lewis acid and an azole compound are used in the dehydration reaction of the compound shown in the formula I, the operation is easy, the reaction conditions are mild, the energy cost is low, and the safety coefficient is high. The cyclic acyl peroxide is used in the oxidation reaction of the compound shown in the formula II, so that the method is good in atom economy, few in side reaction, free of excessive impurities, easy to implement and repeat, free of heavy metal participation, green, environment-friendly, safer and good in application prospect.
-
Paragraph 0166-0181

(2022/01/08)

Preparation method of high-purity 16 alpha-hydroxyprednisolone
The invention discloses a preparation method of high-purity 16 alpha hydroxyl prednisolone, and belongs to the technical field of medicine preparation and processing. The method comprises the following steps: completely dissolving a 16 alpha hydroxyl prednisolone acetate crude product in a mixed solvent of dichloromethane and alcohol, adding an organic acid, dropwise adding a hypochlorite aqueoussolution, controlling the temperature to be 15-40 DEG C, carrying out a stirring reaction to obtain a primary treatment product, removing the impurity through a hydration refining method, and hydrolyzing to obtain the high-purity 16 alpha hydroxyl prednisolone. The method is simple to operate, mild in reaction condition and short in reaction route, the purity of the final product prepared by the method is higher than 99.5%, the content of the impurity H is lower than 0.02%, and the requirement of the market on high-purity 16 alpha hydroxyl prednisolone can be easily met.
-
Paragraph 0026-0040

(2021/01/04)

Method for preparing 16 alpha-hydroxyprednisolone
The invention discloses a method for preparing 16 alpha-hydroxyprednisolone, belonging to the technical field of medicine preparation and processing. According to the method, 21-hydroxypregna-1,4,9(11),16-tetraene-3,20-dione 21-acetate is used as an initial raw material and subjected to oxidation, bromo-hydroxylation, debromination and alcoholysis to prepare 16 alpha-hydroxyprednisolone. Accordingto the method for preparing 16 alpha-hydroxyprednisolone, generation of impurities in the reaction process can be effectively controlled by improving the defects of a traditional process, reaction process is mild, and an overall conversion rate is high; and the method disclosed by the invention has the advantages of low requirements on a reaction device, low operation cost, simplicity and convenience in operation, suitability for industrial production and higher market prospects.
-
Paragraph 0011; 0030; 0034-0035; 0039-0040; 0044

(2020/07/02)

Preparation method of budesonide
The invention discloses a preparation method of budesonide, and belongs to the technical field of preparation and processing of medicines. According to the method, prednisolone acetate is used as an initial raw material, and is subjected to five steps of protection, dehydration, dihydroxy, hydrolysis and condensation to prepare the budesonide. According to the preparation method, the reaction process can be effectively shortened by improving the defects of a traditional process, reaction conditions are mild, osmium tetroxide which is high in toxicity and not environmentally friendly is avoided, environmental pollution is reduced, and the method is high in overall conversion rate, easy and convenient to operate, suitable for industrial production and wide in market prospect.
-
Paragraph 0032; 0036; 0038; 0042; 0044; 0048

(2020/09/01)

9-site dehalogenation method of steroid compound
The invention discloses a 9-site dehalogenation method of a steroid compound. The method comprises the following steps: dissolving a 9-halogenated-11-hydroxyester steroid compound and a certain amountof an auxiliary agent into an organic solvent, heating to a certain temperature, dropwise adding tributyltin hydride, reacting for a period of time, detecting, carrying out reduced pressure concentration after the reaction is completed in order to remove part of the solvent, carrying out elution or adding the solvent for crystallization, filtering to obtain a target product 11-hydroxyester steroid compound, layering the obtained mother liquor, and recycling tributyltin oxide. Compared with a traditional steroid compound chromium salt dehalogenation process, the method of the invention has theadvantages of simplicity in operation, high safety, recycling of tributyltin oxide, three-waste pollution reduction and cost reduction.
-
Paragraph 0020

(2020/05/01)

A budesonide industrial preparation method (by machine translation)
The invention relates to a cloth budesonide industrial preparation method. Specifically, the invention relates to a hydrochloric acid aqueous solution, dichloromethane and in acetonitrile, 16 α - hydroxy prednisolone with butyraldehyde by the reaction of the budesonide. In the method of the present invention has the industrial can be implemented on, repeatability and the like. (by machine translation)
-
Paragraph 0039; 0046-0047

(2019/03/10)

Preparation method of 16a-prednisolone hydroxyacetate
Disclosed is a preparation method of 16a-prednisolone hydroxyacetate. The method comprises dissolving 17-prednison dehydroxylated acetate as the raw material into organic solvent, under catalysis of acids, oxidizing 16th and 17th double bonds through potassium permanganate to obtain an oxide, and dissolving the oxide into acetone for acid-catalyzed reaction to obtain a protector; dissolving the protector into organic solvent, adding in reducing agent to reduce 11th ketone, then directly adding in acid aqueous solution for hydrolysis and deprotection to obtain the 16a-prednisolone hydroxyacetate. Although the preparation method of the 16a-prednisolone hydroxyacetate adds the two reaction steps of protection and deprotection, every unit reaction is high in yield, the third and fourth reaction steps can be completed within on pot, so that the production operation can be simple and convenient, the production processes are economical and environmentally friendly, the problems of many side reactions and impurities and difficulty impurity refining of oxidation reaction in traditional production process can be greatly solved, the total synthesizing yield can be greatly increased, and compared with traditional production methods, the preparation method of the 16a-prednisolone hydroxyacetate can reduce the production cost by 20-25%.
-
Paragraph 0038-0040; 0048-0050; 0058-0060

(2019/04/17)

Preparation method of 16alpha-hydroxyprednisolone
The invention discloses a preparation method of 16alpha-hydroxyprednisolone. The method comprises the following steps: dissolving a 16,17,21-trihydroxypregn-1,4,9(11)-triene-3,20-dione-21-acetate compound I and a halogenating reagent into N,N-dimethylformamide, adding HClO4 to form a 11,16,17,21-tetrahydroxypregn-1,4-diene-9-bromo(chloro/iodo)-3,20-dione-11-formate-21-acetate compound 11; adding adehalogenation reagent and a hydrogen donor to remove a 9-position halogen; and finally adding an alkaline liquid, performing a hydrolysis reaction, and adding an acid for neutralization to obtain the 16alpha-hydroxyprednisolone. The method provided by the invention achieves remarkable effects, has the advantages of fewer reaction steps, a high conversion rate, less impurities, low costs and simple operation, is suitable for industrialized production, and has greater application value.
-
(2019/07/04)

Method for preparing 16a-hydroxy prednisolone
The invention discloses a method for preparing 16a-hydroxy prednisolone. The method includes the steps of adopting 17a-dehydroxyl prednisolone as a raw material and making the 16th locus and 17th locus of initial raw material 17a-dehydroxyl prednisolone subjected to an epoxidation reaction with organic peracid in a first organic solvent to obtain an epoxy object; making the epoxy object reacted with glacial acetic acid for ring opening under catalysis of acid catalysts in a second organic solvent to obtain 16a,21-diacetoxy prednisolone; then dissolving 16a,21-diacetoxy prednisolone in a thirdorganic solvent, hydrolyzing acetate at two positions under the catalytic action of a solid-phase base catalyst, and preparing 16a-hydroxy prednisolone, wherein the solid-phase base catalyst adopts aluminum oxide and silica gel or calcium carbonate as carriers, and the catalysts of sodium carbonate or sodium hydroxide are adsorbed on the carriers. 16a-hydroxy prednisolone is prepared by means of the efficient, environment-friendly and economical method.
-
Paragraph 0034; 0036; 0043-0044; 0046; 0053-0054; 0056; 0063

(2019/02/10)

Method for preparing 16a, 21-diacetoxyprednisolone product
The invention provides a method for preparing a 16a, 21-diacetoxyprednisolone product. The method comprises that 17a-dehydroxyprednisolone as a raw material and an organic peroxyacid undergo an epoxidation reaction at the 16th and 17th in a first organic solvent to produce an epoxy, the epoxy and glacial acetic acid undergo a ring opening reaction in a second organic solvent in the presence of anacid catalyst to produce a desired product 16a, 21-diacetoxyprednisolone, and the crude 16a, 21-diacetoxyprednisolone is subjected to heating reflux in C1-4 lower alcohol so that the 16a, 21-diacetoxyprednisolone is decolorized and recrystallized and a 16a, 21-diacetoxyprednisolone product is obtained. The method is efficient and environmentally friendly, realizes a low cost and can prepare the 16a-hydroxyprednisolone intermediate 16a, 21-diacetoxyprednisolone.
-
(2019/01/20)

Method for preparing 16a,21-diacetyloxy prednisolone
The invention provides a method for preparing 16a,21-diacetyloxy prednisolone. The method comprises the following steps: adopting 17a-deshydroxy prednisolone as a raw material, firstly, enabling the starting raw material 17a-deshydroxy prednisolone to generate epoxidation reaction with organic peroxy acid on 16 and 17 sites in a first organic solvent to prepare an epoxy product; enabling the epoxyproduct to react with glacial acetic acid under the catalysis of an acid catalyst in a second organic solvent to be subjected to ring opening, to prepare a target product, i.e., 16a,21-diacetyloxy prednisolone. According to the efficient, environment-friendly and fair-price method, the intermediate 16a,21-diacetyloxy prednisolone of 16 alpha-hydroxyprednisolone is prepared.
-
(2019/02/04)

Method for preparing 16a,21-diacetoxyl prednisolone
The invention provides a method for preparing 16a,21-diacetoxyl prednisolone. The method comprises the steps: firstly, subjecting 17a-deshydroxy prednisolone acetate, which serves as a starting raw material, and organic peroxy acid to an epoxidation reaction at 16,17 sites in a first organic solvent, so as to prepare epoxide; then, subjecting the epoxide and glacial acetic acid to a ring-opening reaction under the catalysis of an acid catalyst in a second organic solvent, so as to prepare the target product, i.e., 16a, 21-diacetoxyl prednisolone. An intermediate, the 16a,21-diacetoxyl prednisolone of the 16a-hydroxyl prednisolone is prepared by the efficient, environment-friendly and cheap method.
-
Paragraph 0042; 0049-0052; 0059-0062; 0070-0071

(2019/02/06)

Method for preparing 16a-hydroxyl prednisolone product
The invention provides a method for preparing a 16a-hydroxyl prednisolone product. The method comprises the steps: firstly, subjecting 17a-deshydroxy prednisolone acetate, which serves as a starting raw material, and organic peroxy acid to an epoxidation reaction at 16,17 sites in a first organic solvent, so as to prepare epoxide; subjecting the epoxide and glacial acetic acid to a ring-opening reaction under the catalysis of an acid catalyst in a second organic solvent, so as to prepare 16a,21-diacetoxyl prednisolone; then, dissolving the 16a,21-diacetoxyl prednisolone in a third organic solvent, and hydrolyzing acetate of two positions under the catalysis of a solid-phase alkali catalyst, so as to prepare 16a-hydroxyl prednisolone; finally, subjecting the crude 16a-hydroxyl prednisoloneobtained through solid-phase alkali-catalyzed hydrolysis to heated refluxing, decoloring and recrystallization by low carbon alcohols of C4 or less, thereby obtaining the 16a-hydroxyl prednisolone product. The 16a-hydroxyl prednisolone is prepared by the efficient, environment-friendly and cheap method.
-
Paragraph 0042; 0049; 0050; 0052; 0059; 0060; 0062; 0069

(2019/02/04)

Preparation method of finished 16alpha,21-diacetoxy prednisolone
The invention provides a preparation method of finished 16alpha,21-diacetoxy prednisolone product, comprising: subjecting 17alpha-deshydroxy prednisolone acetate as an initial material to 16,17-epoxidation with an organic peroxy acid in a first organic solvent to obtain an epoxide; subjecting the epoxide, in a second organic solvent, to ring-opening reaction with glacial acetic acid under the catalysis of an acid catalyst to obtain the target product, 16alpha,21-diacetoxy prednisolone; subjecting the crude 16alpha,21-diacetoxy prednisolone to heating reflux discoloration and crystallization with a lower carbon alcohol of C4 and below so as to obtain the finished 16alpha,21-diacetoxy prednisolone. The intermediate, 16alpha,21-diacetoxy prednisolone, to 16alpha-hydroxy prednisolone is prepared herein via the method that is efficient, environmentally friendly and fair in cost.
-
Paragraph 0042; 0049; 0050; 0059; 0060; 0069; 0070

(2019/01/14)

NOVEL PROCESS FOR PREPARATION OF GLUCOCORTICOID STEROIDS
The present invention discloses a process for the preparation of 16, 17-acetals of pregnane derivatives having formula (I) wherein each substituent is independently selected from; R1 is H or CH3; R2 is C1-C6 linear or branched alkyl, alkynyl group or cycloalkyl group; aryl or heteroaryl group; or R1 and R2 combine to form saturated, unsaturated C3-C6 cyclic or heterocyclic ring; R3 and R4 are same or different and each independently represents H or halogen; R5 is -OH or –OCOR wherein R represents H or C1-C6 linear, branched or cyclic alkyl group that may be substituted.
-
Page/Page column 13; 14

(2016/08/23)