987-24-6 Usage
Chemical Properties
White Solid
Originator
Celestone Soluspan,Schering,US,1965
Uses
Different sources of media describe the Uses of 987-24-6 differently. You can refer to the following data:
1. Betamethasone acetate (BA)
2. CORTICOSTEROID
Manufacturing Process
The synthesis is long and complex. For brevity, only the last steps are given
here. Refer to the patents cited below for full details.
Preparation of 9α-Bromo-11β,17α,21-Trihydroxy-16β-Methyl-4-Pregnene-3,20-
Dione 21-Acetate: To a mixture of 620 mg of 17α,21-dihydroxy-16β-methyl-
4,9(11)-pregnadiene-3,20-dione 21-acetate and 330 mg of Nbromosuccinimide in 10 ml of dioxane and 3.2 ml of water cooled to 10°C was
added 1.8 ml of cold 1 M aqueous perchloric acid. The mixture was stirred at
15°C for 3 hours. Excess N-bromosuccinimide was destroyed by addition of
aqueous sodium thiosulfate and most of the dioxane was removed in vacuo.
About 30 ml of water was added and crystalline bromohydrin, 9α-bromo-
11β,17α,21-trihydroxy-16β-methyl-4-pregnene-3,20-dione 21-acetate, was filtered, washed with water, and dried in air.
Preparation of 9β,11β-Epoxy-17α-21-Dihydroxy-16β-Methyl-4-Pregnene-3,20-
Dione 21-Acetate: To a stirred solution of 100 mg of the 9α-bromo-
11β,17α,21-trihydroxy-16β-methyl-4-pregnene-3,20-dione 21-acetate in 3 ml
of tetrahydrofuran and 1 ml of methanol under nitrogen was added 1.02 ml of
0.215N methanolic sodium methoxide. After 10 minutes at 25°C, 0.2 ml of
acetic acid was added and the methanol removed in vacuo. The residue was
acetylated with 1.00 ml of pyridine and 0.5 ml of acetic anhydride at 60°C for
70 minutes. The mixture was taken to dryness in vacuo, water added, and the
product extracted into chloroform. The residue was crystallized from etheracetone to give pure 9β,11β-epoxy-17α,21-dihydroxy-16β-methyl-4-pregnene-
3,20-dione 21-acetate.
Preparation of 9α-Fluoro-11β,17α,21-Trihydroxy-16β-Methyl-4-Pregnene-3,20-
Dione 21-Acetate: To a solution of 200 mg of 9β,11β-epoxy-17α,21-dihydroxy-
16β-methyl-4-pregnene-3,20-dione 21-acetate in 2 ml of chloroform and 2 ml
of tetrahydrofuran in a polyethylene bottle at -60°C was added 2 ml of a 2:1
(by weight) mixture of anhydrous hydrogen fluoride and tetrahydrofuran. After
4 hours at -10°C the mixture was cooled to -60°C and cautiously added to a
stirred mixture of 30 ml or 25% aqueous potassium carbonate and 25 ml of
chloroform kept at -5°C. The aqueous phase was further extracted with
chloroform and the latter phase washed with water and dried over magnesium
sulfate. The residue on crystallization from acetone-ether gave pure 9α-fluoro-
11β,17α,21-trihydroxy-16β-methyl-4-pregnene-3,20-dione 21-acetate.
Preparation of 9α-Fluoro-11β,17α,21-Trihydroxy-16β-Methyl-4-Pregnadiene-
3,20-Dione 21-Acetate 100 mg of 9α-fluoro-11β,17α,21-trihydroxy-16β-
methyl-4-pregnene-3,20-dione 21-acetate was treated with selenium dioxide
to produce the corresponding 9α-fluoro-11β,17α,21-trihydroxy-16β-methyl-4-
pregnadiene-3,20-dione 21-acetate. Alternately, Bacillus sphaericus may be
utilized.
Check Digit Verification of cas no
The CAS Registry Mumber 987-24-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,8 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 987-24:
(5*9)+(4*8)+(3*7)+(2*2)+(1*4)=106
106 % 10 = 6
So 987-24-6 is a valid CAS Registry Number.
InChI:InChI=1/C24H31FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,13,17-19,28,30H,5-6,9,11-12H2,1-4H3/t13-,17-,18-,19-,21-,22-,23-,24-/m0/s1
987-24-6Relevant articles and documents
C21 steroid 21 site acetylation process
-
Paragraph 0018-0021, (2018/11/22)
The invention discloses a C21 steroid 21 site acetylation process. C21 steroid is prednisolone, hydrocortisone, dexamethasone or betamethasone; the C21 steroid is subjected to acetylation with aceticanhydride; the acetylation of the C21 steroid with the acetic anhydride is carried out in a mixed solvent; an acetic acid alkali metal salt is adopted as a catalyst, and the reaction is carried out inthe presence of an inert gas; the mixed solvent is a mixed solvent of tetrahydrofuran and acetone; the weight ratio of the tetrahydrofuran to the acetone in the mixed solvent is (2-9):1. High-toxicity and high ammonia nitrogen pyridine and dimethylformamide are replaced by using the mixed solvent of tetrahydrofuran and acetone without ammonia nitrogen, no high ammonia nitrogen wastewater is generated, and environment pollution can be reduced.
Preparation technology for dexamethasone sodium phosphate
-
Paragraph 0014, (2016/10/08)
The invention relates to a preparation technology for dexamethasone sodium phosphate. The preparation technology comprises the following steps: a ring-opening reaction is carried out, namely, dexamethasone acetate epoxide is employed as an initial raw material, HF and DMF are added, a reaction is performed for 3h, a ring-opening reaction is carried out and a dexamethasone acetate solution is prepared; recrystallization is carried out, namely, acetone or ether is added in the dexamethasone acetate solution, recrystallization is carried out, dexamethasone acetate is prepared, and rotary distillation is employed to remove the solvent after recrystallization; base catalysis hydrolysis is carried out, namely, dexamethasone acetate is added in Na2CO3 and methanol, a reaction is carried out for 10min, dexamethasone is prepared; pyrophosphoryl chlorine esterification is carried out, namely, dexamethasone is reacted with pyrophosphoryl chlorine and THF, and dexamethasone phosphate ester is prepared; a neutralization salt forming reaction is carried out, namely, the dexamethasone phosphate ester obtained from the fourth step is reacted with NaOH and methanol, and dexamethasone sodium phosphate is prepared. The steps are simple, raw materials are easily available, the reaction conditions are mild, the preparation technology is suitable for industrial production, and the cost is low.
Process and intermediates for the preparation of 17 alphahydroxyprogesterones and corticoids from an enol steroid
-
, (2008/06/13)
This invention discloses an improved process for the production of corticoids from 17α-hydroxy steroids utilizing peroxymonosulfate.