ChemicalBook CAS DataBase List Altrenogest

Altrenogest synthesis

7synthesis methods

Product Name:Altrenogest
CAS Number:850-52-2
Molecular formula:C21H26O2
Molecular Weight:310.44

5571-36-8 Synthesis

5571-36-8
311 suppliers
$5.00/250mg

1730-25-2
196 suppliers
$66.20/100ml

850-52-2
407 suppliers
$28.00/1unit

Yield:850-52-2 78.7 %

Reaction Conditions:

Stage #1: ethylene deltenone;allylmagnesium bromide in 2-methyltetrahydrofuran at 20;
Stage #2: with trifluoroacetic acid in 2-methyltetrahydrofuran at 40 - 50;
Stage #3: with 2,3-dicyano-5,6-dichloro-p-benzoquinone in 2-methyltetrahydrofuran at 20;

Steps:

1-3

Slowly add 16g of DDQ to the filtrate, after the addition is complete, stir for 1 hour, and TLC detects that the reaction of the raw materials is complete.Add 100ml of 10% sodium carbonate solution, stir for 10 minutes, let stand for stratification, add 100ml of water to the organic layer, wash twice, stir for 10 minutes, let stand for liquid separation, add 20g of anhydrous sodium sulfate to the organic layer, dry for 15 minutes, filter, and the filtrate Concentrate to dryness to obtain the crude product; add 100ml acetone to the crude product, stir and dissolve, slowly pour into 200ml water, separate out a large amount of solid, filter to obtain the crude product of 16.5g light yellow allyl progesterone, molar yield (based on 3-ketal ): 83.6%.The crude product was dissolved in 40ml of acetone, and then 20ml of water was added to precipitate a solid, light yellow solid, which was filtered and dried to obtain 13g of the finished product. The molar yield (based on 3-ketal): 78.7%.

References:

CN115109111,2022,A Location in patent:Paragraph 0045-0051; 0052-0055