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Type | HazMat fee for 500 gram (Estimated) |
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Structure of 598-32-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 598-32-3 |
Formula : | C4H8O |
M.W : | 72.11 |
SMILES Code : | CC(O)C=C |
MDL No. : | MFCD00004543 |
InChI Key : | MKUWVMRNQOOSAT-UHFFFAOYSA-N |
Pubchem ID : | 11716 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H225-H315-H319-H332-H335 |
Precautionary Statements: | P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501 |
Class: | 3 |
UN#: | 1987 |
Packing Group: | Ⅱ |
* 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 toluene-4-sulfonic acid;molecular sieve; In 2,2-dimethoxy-propane; | a) A solution of 11.8 g of <strong>[42348-88-9]6-ethyl-1-indanone</strong>, 15.4 ml of 3-buten-2-ol and 110 mg of p-toluenesulfonic acid in 110 ml of 2,2-dimethoxy-propane was boiled under reflux for 46 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 5:1). 7.92 g (50%) of (RS)-2-(2-buten-1-yl)-<strong>[42348-88-9]6-ethyl-1-indanone</strong> were obtained as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With toluene-4-sulfonic acid; In 2,2-dimethoxy-propane; toluene; | a) A solution of 23.9 g of 4-thiochromanone, 30 ml of 3-buten-2-ol and 240 mg of p-toluenesulfonic acid in 30 ml of 2,2-dimethoxy-propane and 240 ml of anhydrous toluene was boiled under reflux for 20 hours. The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 5:1). 15.3 g (48%) of (RS)-2-(2-buten-1-yl)-4-thiochromanone were obtained as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In water; at 80℃; for 12h;Schlenk technique; Green chemistry; | Heterocycles 1 (0.2mmol, 1.0 equiv), allylic alcohols 2 (0.4 mmol, 2.0 equiv), [Cp*RhCl2]2 (2.5mol %), AgSbF6 (0.02mmol, 10mol %) and H2O (2mL) were charged into a Schlenk tube under air. The reaction mixture was stirred for 12hat 80C. After the reaction was complete, the mixture was extracted with CH2Cl2 three times. The combined organic layer was dried with anhydrous Na2SO4 and evaporated in vacuum. The crude product was purified by flash chromatography on silica gel using hexane/ethyl acetate as the eluent to give the pure product 3. 4.2. 4-(1-(Pyrimidin-2-yl)-1H-indol-2-yl)butan-2-one (3a) [9] Yield: 92%; 1H NMR (400MHz, CDCl3) δ 8.78 (d, J=4.8Hz, 2H), 8.29 (d, J=8.3Hz, 1H), 7.53-7.51 (m, 1H), 7.25-7.12 (m, 3H), 6.45 (s, 1H), 3.42 (t, J=7.8Hz, 2H), 2.90 (t, J=7.8Hz, 2H), 2.17 (s, 3H). 13C NMR (100MHz, CDCl3) δ 208.0, 158.2, 140.5, 136.9, 129.2, 122.8, 122.0, 119.8, 117.1, 114.1, 106.0, 43.5, 30.0, 23.8. HRMS (ESI+) calcd for C16H16N3O [M+H]+: 266.1288, found: 266.1286. |
88% | With silver hexafluoroantimonate; at 20℃; for 24h; | Dissolve 1 mmol of <strong>[221044-05-9]N-pyrimidinylindole</strong> and 2 mmol of 3-buten-2-ol in a reactor containing 5 mL of polyethylene glycol-400,0.025mmol Dicyclopentadiene rhodium chloride dimer-based catalyst,0.10mmol silver hexafluoroantimonate as a co-catalyst,Stir at room temperature for 24 hours, monitor the progress of the reaction by TLC,After the reaction is complete, extract with ether three times,The obtained polyethylene glycol-400 catalytic system was reused and put into the next experiment,The ether solutions were combined and concentrated, and separated by column chromatography to obtain 234 mg of light yellow oily liquid with a yield of 88%, |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | With sulfuric acid; at 0 - 20℃; for 5h; | 2,6-dioxaspiro[4.5]decan-9-ol To 3-buten-1-ol (6A) (5 g, 69.3 mmol) at 0 °CTetrahydrofuran-3-one(7.6g, 90.1mmol)A 75percent sulfuric acid solution (20.4 g, 208.0 mmol) was added dropwise to the mixture.After the addition was completed, the mixture was allowed to react to room temperature for 5 hours. Add water (50 mL) to the reaction solution at low temperature.The pH was adjusted with sodium hydroxide solid, and the aqueous phase was extracted with ethyl acetate (50 mL×5).The organic phase was combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated.Column chromatography with petroleum ( petroleum ether / ethyl acetate (v / v) = 10:1 ~ 1:3)Obtained the oily liquid 2,6-dioxaspiro[4.5]decane-9-ol (6B)(4.2 g, yield: 38percent). |