Fluticasone propionate synthesis
- Product Name:Fluticasone propionate
- CAS Number:80474-14-2
- Molecular formula:C25H31F3O5S
- Molecular Weight:500.57
Fluticasone propionate can be synthesized from 9 by using BrCH2F,2a ClCH2F,5a or S-(monofluoromethyl) diarylsulfonium tetrafluoroborate 5f,g directly. Using BrCH2F can get an ideal yield; however, BrCH2F is costly and will destroy to the ozone layer. In addition, 9 reacted with BrCH2Cl or Br2CH2 and then by an anion exchange with AgF,2c,5e KF, or tetrabutylammonium fluoride5b to afford 1 in a low yield.
Improved Synthesis of Fluticasone Propionate
373-52-4
125 suppliers
inquiry
80474-45-9
114 suppliers
$501.81/5MG
80474-14-2
679 suppliers
$19.80/5mg
Yield:80474-14-2 91.7%
Reaction Conditions:
with potassium hydrogencarbonate in N,N-dimethyl-formamide at -10 - 20; for 2 h;
Steps:
1-11 Substitution into ester reaction:
In a four-necked bottle, add 31.7g IM4 and 159ml dimethylformamide, lower the temperature to below 20 , add 7.2g potassium bicarbonate,Then lower the temperature to below -10 ,Add 8.7g of fluorobromomethane dropwise,Then control the temperature -10-20 for 2 hours, after the IM4 reaction is detected by HPLC, add 1mol / L hydrochloric acid dropwise, adjust the PH value to 2, crystallize, filter, wash and dry to obtain 32.5g crude fluticasone propionate, this step The molar yield is 96.3%.Refining reaction: In a four-necked bottle, add 31.2g crude fluticasone propionate and 437ml acetone, raise the temperature to 55 , stir to dissolve, control the temperature 50-60 , add 250ml of purified water dropwise, then slowly lower the temperature Crystallization below 15 , filtration, washing and drying to obtain 28.6g crude fluticasone propionate, the molar yield of this step is 91.7%.
References:
CN110698530,2020,A Location in patent:Page/Page column 7-15
709002-83-5
0 suppliers
inquiry
80474-14-2
679 suppliers
$19.80/5mg
80474-67-5
28 suppliers
$345.00/25mg
80474-14-2
679 suppliers
$19.80/5mg
373-53-5
67 suppliers
$165.00/1g
80474-45-9
114 suppliers
$501.81/5MG
80474-14-2
679 suppliers
$19.80/5mg
![Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-16-methyl-3-oxo-17-(1-oxopropoxy)-11-[(2,2,2-trifluoroacetyl)oxy]-, S-(fluoromethyl) ester, (6α,11β,16α,17α)-](/CAS/20210305/GIF/1414857-56-9.gif)
1414857-56-9
0 suppliers
inquiry
80474-14-2
679 suppliers
$19.80/5mg