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Prednisone Impurity 13

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Prednisone Impurity 13 Basic information

Product Name:
Prednisone Impurity 13
Synonyms:
  • Prednisone Impurity 13
  • 9α-bromo-11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate
  • BNKY015-BD02
  • (11β,16α)-21-(Acetyloxy)-9-bromo-11,16,17-trihydroxy-pregna-1,4-diene-3,20-dione
  • Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-bromo-11,16,17-trihydroxy-, (11β,16α)-
  • 9α-bromo-11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate
  • Prednisone Impurity 5
  • Budesonide Impurity 53
CAS:
91160-89-3
MF:
C23H29BrO7
MW:
497.38
Mol File:
91160-89-3.mol
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Prednisone Impurity 13 Chemical Properties

Boiling point:
636.3±55.0 °C(Predicted)
Density 
1.53±0.1 g/cm3(Predicted)
pka
11.57±0.70(Predicted)
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Prednisone Impurity 13 Usage And Synthesis

Uses

(11β,16α)-21-(Acetyloxy)-9-bromo-11,16,17-trihydroxy-pregna-1,4-diene-3,20-dione is used as a reactant in the synthesis of triamcinolone acetonide, a synthetic corticosteroid used to treat skin conditions.

Synthesis

50.5 g of 2-((8S,10S,13S,14S,16R,17S)-16,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate was dissolved in 1500 ml of acetone, 70 ml of 5% perchloric acid was added, the temperature was lowered to 0°C with stirring, and 45 g of N-bromosuccinimide was added and stirred After the reaction was completed, 50 ml of 20% sodium sulfite aqueous solution was added, the acetone was concentrated, the water was separated, filtered, and dried to obtain 62 g of Prednisone Impurity 13 (9α-bromo-11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate).

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