ChemicalBook CAS DataBase List 6alpha-Fluoroprednisolone acetate

6alpha-Fluoroprednisolone acetate synthesis

11synthesis methods

Product Name:6alpha-Fluoroprednisolone acetate
CAS Number:570-36-5
Molecular formula:C23H29FO6
Molecular Weight:420.47

52-21-1 Synthesis

52-21-1
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Yield:570-36-5 49 g

Reaction Conditions:

Stage #1: 11β,17α-dihydroxy-21-acetoxypregna-1,4-diene-3,20-dionewith benzoyl chloride in tetrahydrofuran at 50; for 4 h;
Stage #2: with 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in tetrahydrofuran at 5; for 9 h;Temperature;

Steps:

1.1; 2.1; 3.1 S1: Preparation of compound of formula 3

Add 50 g of prednisolone acetate (compound of formula 2), 300 ml of tetrahydrofuran, and 100 ml of benzoyl chloride to the reaction flask, and the reaction was stirred at 50 ° C for 4 hours; 150ml of tetrahydrofuran and 50g of Selectfluor reagent, stirred and reacted at 5°C for 9 hours, the reaction was completed, added 800ml of water to separate out, filtered, washed with water until neutral, drained and dried to obtain 6α-fluoro-11β,17α-dihydroxypregna-1,4-diene-3,20-dione 21-acetate (compound of formula 3) 49 g, TLC maximum point 1.0%.

References:

CN114478674,2022,A Location in patent:Paragraph 0031-0035; 0042-0045; 0052-0055