Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 118525-40-9 | MDL No. : | MFCD22422519 |
Formula : | C21H20O6 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | TUUXBSASAQJECY-UHFFFAOYSA-N |
M.W : | 368.38 | Pubchem ID : | 5318980 |
Synonyms : |
Anhydroicaritin;Cycloicaritin
|
Chemical Name : | 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In tetrahydrofuran; at 20℃;Inert atmosphere; | Under nitrogen protection,100 ml reaction flask was added compound G 3,5,7-trihydroxy-8- (3-methyl-2-butenyl) -2- (4-methoxyphenyl) -7- (4H-benzo Pyran-4-one) (3.7 g, mmol),Anhydrous tetrahydrofuran 37ml,Stirring to dissolve, Add 2ml of dry triethylamine, stir, slowly dropwise 4-methylpiperazine-1-carbonyl chloride (1.7g, mmol) in tetrahydrofuran 5ml, was added dropwise,The reaction was stirred at room temperature and monitored by TLC until complete reaction of compound G,Suction filtration, the filtrate was concentrated to dryness, the residue was added 10ml of water and stir well,Filtration gave 3,5-dihydroxy-8- (3-methyl-2-butenyl) -2- (4-methoxyphenyl) -7- (4H-chromen-4-one) (4- methylpiperazin- 1 -yl) -1-carboxylate hydrochloride crude product was obtained by column chromatography 2.2 g, yield: 44.5%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With sulfuric acid; acetic acid; at 90℃; for 6h; | 3L 80% glacial acetic acid and 900ml 5mol/LSulfuric acid is placed in an eggplant-shaped bottle,After stirring evenly,0.1 mol of product IX was added thereto,The temperature was raised to 90 C to reflux the reaction.TLC (petroleum ether: dichloromethane: methanol = 40:40:1)Tracking the reaction,The reaction was complete after about 6 hours.The reaction is over,After the reaction solution was cooled to room temperature, the pH was adjusted to 7-8 with a saturated sodium hydrogen carbonate solution.Let stand for an hour,A large amount of yellow solid precipitated,Filtering,The filter cake is washed three times with water and then dried at a low temperature.Product X (34 g, yield 92%). |
92% | With sulfuric acid; acetic acid; at 90℃; for 6h; | (10) Dehydration:Mix 3L 80% glacial acetic acid with 900ml 5mol / LSulfuric acid is placed in an eggplant-shaped bottle,After mixing well,Add 0.1 mol of product IX to it,The temperature was raised to 90 C and the reaction was refluxed.TLC (petroleum ether: dichloromethane: methanol = 40: 40: 1) followed the reaction,The reaction was complete after about 6 hours.The reaction is over,After the reaction solution was cooled to room temperature, its pH was adjusted to 7-8 with a saturated sodium bicarbonate solution.Let stand for an hour,A large amount of yellow solids precipitated,Suction filtration,The filter cake was washed three times with water and dried at low temperature.The product X was obtained (34 g, yield 92%). |
81% | With polyphosphoric acid; air; In N,N-dimethyl-formamide; at 130℃; for 2h; | General procedure: To a stirred solution of N,N-dimethylformamide (DMF, 0.3 mL) were added PPA (1 mmol) and carbonyl-containing ortho-allyl/prenylphenols 1 (0.2 mmol) in 5 mL pressure-resistant reaction bottle. The reaction mixture was stirred at 90-160 C until all starting materials were consumed (2-10 h). The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate solution, dried over Na2SO4 and evaporated. The resulting crude compound was purified by silica gel column chromatography, affording the pure dihydrobenzofurans/dihydrobenzopyrans 2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93.3% | for 20h;Reflux; | A solution of icaritin (3 g, 8.2 mmol) in formic acid (50 mL) was stirred at reflux for 20 h. The reaction solution was then poured into crashed ice. The solid thus collected by filtration to give the title compound (3, 2.8 g, 93.3%) as yellow powder. M.p.221-222 (lit. 223, Akai et al., 1935). 1H NMR (400 MHz, CHCl3) δ = 11.47 (s, 1H, 5-OH), 8.17 (d, J = 8.7 Hz, 2H, Ar-H), 7.03 (d, J = 8.7 Hz, 2H, Ar-H), 6.64 (s, 1H, 3-OH), 6.24 (s, 1H, Ar-H), 3.88 (s, 3H, CH3O), 2.89 (t, J = 6.8 Hz, 2H, CH2-CH2-C(CH3)2), 1.88 (t, J = 6.8 Hz, 2H, CH2-CH2-C(CH3)2), 1.37 (s, 6H, (CH3)2). |