ChemicalBook CAS DataBase List 3,3,20,20-Bis(ethylene-dioxy)-17α-hydroxy-5α,10α-epoxy-19-norpregna-9(11)-ene

3,3,20,20-Bis(ethylene-dioxy)-17α-hydroxy-5α,10α-epoxy-19-norpregna-9(11)-ene synthesis

6synthesis methods

Product Name:3,3,20,20-Bis(ethylene-dioxy)-17α-hydroxy-5α,10α-epoxy-19-norpregna-9(11)-ene
CAS Number:54201-83-1
Molecular formula:C24H34O6
Molecular Weight:418.53

3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol

54201-84-2
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3,3,20,20-Bis(ethylene-dioxy)-17α-hydroxy-5α,10α-epoxy-19-norpregna-9(11)-ene

54201-83-1
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Yield:54201-83-1 63.5%

Reaction Conditions:

with pyridine;1,1,1,3,3,3-hexachloro-propan-2-one;dihydrogen peroxide in dichloromethane at 0 - 25; for 7 h;Reagent/catalyst;

Steps:

1.1

(1) Compound II (100 g, 0.240 mol),Hexachloroacetone (22.6 mL, 0.149 mol), pyridine (4 mL), dichloromethane (600 mL) was added to a 1 L three-neck bottle.Cool to 025 ° C, add hydrogen peroxide (101 mL, 0.992 mol), and keep the reaction for 7 h. The reaction of TLC was completed, and the reaction was quenched by dropwise addition of 20% sodium sulfite solution (400 mL), and the mixture was separated and extracted with dichloromethane.The organic phase was washed once with water and evaporated to dryness to give an oil. Add isopropyl ether (400 mL) and reflux for 2 hours, cool to room temperature, and pumpFiltered off to give an off-white solid (66g, 63.5% molar yield(the same below)).

References:

CN109575098,2019,A Location in patent:Paragraph 0074; 0078-0081; 0093-0094