- Method for removing 17-acetoxy group from steroid compound
-
The invention discloses a method for removing a 17-acetoxy group from a steroid compound. A 17-acetoxy steroid compound is added to a low boiling solvent such as a halogenated hydrocarbon, an aliphatic hydrocarbon, an aromatic hydrocarbon, tetrahydrofuran or dioxane, an organic alkali is added, and a reaction is performed to form a steroid compound. The method improves the yielding rate of the reaction, and avoids the traditional high-boiling, difficult-to-treat and high-pollution solvents such as DMF and DMSO, so the method is suitable for industrial production.
- -
-
Paragraph 0017-0020
(2019/11/20)
-
- A synthesis method of budesonide (by machine translation)
-
The invention discloses a budesonide synthetic method, under the protection of inert gas, under the catalysis of the 1st catalyst, sulfur dioxide will prednisone acetate eliminated reaction, then under the catalysis of the 2nd catalyst, through the oxidizing agent after the elimination of the products of the oxidation reaction, then under the catalysis of the 3rd catalyst, after oxidation through the acetone to products of the condensation process, the condensation product of the 4th under catalysis of the catalyst for selective reduction, finally 5th after reduction of the product of the hydrolysis catalyst under the catalysis of the reaction Desonide; the invention relates to a synthesis method of budesonide to prednisone acetate as raw materials through eliminating, oxidation, condensation, reduction, hydrolysis can be budesonide, synthesis process all the solvent in the process of all the recycled, and the reaction process in the absence of a heavy metal involved in the reaction, the technological process is mild, low energy consumption, is a green clean synthesis method. (by machine translation)
- -
-
Paragraph 0024; 0025; 0026; 0034; 0042; 0050
(2018/07/30)
-
- A preparation method of budesonide
-
The invention discloses a budesonide preparing method. Prednisone I and acetic anhydride II react to produce 17,21-diacetoxy-1,4-pregnane diene-3,11,20-triketone III, the III is degreased in an anhydrous solvent to obtain 21-acetoxyl group-1,4,16-pregnane diene-3,11,20-triketone IV, the IV is oxidized to obtain 16alpha,17alpha-dyhydroxy-21-acetoxyl-1,4-pregnane diene-3,11,20-triketone V, the V and n-butyl aldehyde VI are condensed to obtain 16alpha,17alpha-22(R,S) propyl methylenedioxy-21-acetoxyl group-1,4-pregnane diene-3,11,20-triketone VII, the VII is reduced to obtain 16alpha,17alpha-22(R,S) propyl methylenedioxy-11beta-hydroxyl-21-acetoxyl group-1,4-pregnane diene-3,20-diketone VIII, the VIII is subjected to base catalysis to obtain budesonide IX. The budesonide preparing method is suitable for industrial production.
- -
-
-
- Electrophilic Fluorination of Some Steroidal α,β-Unsaturated Ketones
-
3β-Acetoxy-5α,6β-dichloropregn-16-en-20-one (1), on treatment with elemental fluorine at low temperature, gave the 16α,17α-difluoro-adduct (2) and, by rearrangement, the 13α,16α-difluoro-17β-methyl derivative (3).The adduct (2) was subsequently converted via a short, efficient synthetic sequence into 16α,17α-difluoroprogesterone (5).In contrast, fluorination of 21-acetoxypregna-1,4,16-triene-3,11,20-trione (6) afforded the corresponding 16α,17α-difluoro-adduct (8) in low yield.Similarly, androsta-1,4,6-triene-3,17-dione (9) was converted into the 6α,7α-difluoro-adduct (11).Fluorination with CF3OF led to an increased yield of the adduct (11) and also afforded the 6α-trifluoromethoxy-7α-fluoro-adduct (12).Dehydrofluorination of the latter gave 6-trifluoromethoxyandrosta-1,4,6-triene-3,17-dione (13). 21-Acetoxy-11β,17α-dihydroxypregna-1,4,6-triene-3,20-dione (5) was prepared by stepwise dehydrogenation of cortisol acetate (14).Subsequent low temperature treatment with CF3OF resulted in two major products, formulated as the adducts (17) and (18).
- Barton, Derek H.R.,Lister-James, John,Hesse, Robert H.,Pechet, Maurice M.,Rozen, Shlomo
-
p. 1105 - 1110
(2007/10/02)
-