16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate Chemical Properties

Melting point:

213-215 °C(Solv: acetone (67-64-1); ligroine (8032-32-4))

Boiling point:

576.7±50.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

storage temp. 

-10 to -25°C

solubility 

soluble in Acetone, Dichloromethane

pka

11.92±0.70(Predicted)

Water Solubility 

38.72mg/L at 25℃

InChIKey

LUROGHOZLOFASD-LWHZTGECNA-N

SMILES

C[C@]12CC=C3[C@]4(C=CC(=O)C=C4CC[C@@]3([H])[C@]1([H])C[C@@H](O)[C@]2(O)C(=O)COC(=O)C)C |&1:1,5,14,16,19,21,r|

LogP

2.26 at 25℃

16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate Usage And Synthesis

Chemical Properties

Crystallization (acetone/petroleum ether). Melting point: 213-215℃.

Uses

Intermediate in the preparation of antiinflammatory compounds.

Synthesis

2-((10S,13S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate (1 kg, 2.73 mol), acetone (50 L) and purified water (2.6 L) were added to the reaction vessel, and dissolved by stirring at room temperature; Formic acid (0.4 L, 10.60 mol) and potassium permanganate (1.2 kg, 7.59 mol) were added in that order, and the reaction was stirred at room temperature for 1 h. The reaction was quenched by the addition of saturated sodium hydrogen sulfite solution (10 L) and manganese dioxide, and some solid impurities were removed by suction filtration, and the filtrate was evaporated under reduced pressure to give a large white solid. The filter cake was washed with water to give 16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate (1.01 kg, 92.2%).

16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate(77017-20-0)Related Product Information

• Budesonide Impurity 30
• Prednisone 17, 21-Diacetate
• 11beta,16alpha,17,21-tetrahydroxypregn-4-ene-3,20-dione
• Budesonide Impurity 11
• Budesonide Impurity 7
• 21-Dehydro Budesonide
• 16α,17-[(1RS)-Butylidenebis(oxy)]-11β-hydroxy-17-(hydroxyMethyl)-D-hoMoandrosta-1,4-diene-3,17a-dione (Mixture of DiastereoMers)
• (11β,16α)-21-(Acetyloxy)-11,16,17-trihydroxypregna-1,4,14-triene-3,20-dione
• 11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate
• GOJZZYSAJXCRGI-KXGXINSVSA-N
• 16α,17,21-Trihydroxy-pregna-1,4-diene-3,11,20-trione
• Budesonide iMpurity
• Budesonide Impurity (1, 4-Androstadien-11-beta-16-alfa-diol-3, 17-dione)
• Budesonide Impurity 6
• 21-Dehydro-16α-hydroxy Prednisolone
• 2,4,6-tripropyl-1,3,5-trioxane
• Budesonide
• (r)-budesonide