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CAS No. : | 415678-65-8 | MDL No. : | MFCD24693495 |
Formula : | C7H12O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SGEADHKTXGGOEZ-UHFFFAOYSA-N |
M.W : | 160.17 | Pubchem ID : | 54303951 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H227-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 |
---|---|---|
70% | With sodium hydride In tetrahydrofuran; hexane at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With dmap In toluene Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With dmap In toluene Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 75 percent / DMAP / toluene / Heating 2: 51 percent / MsN3; NEt3 / acetonitrile / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 53 percent / DMAP / toluene / Heating 2: 63 percent / MsN3; NEt3 / acetonitrile / 20 °C 3: 73 percent / [Rh2(CH3CO2)4] / CH2Cl2 / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 53 percent / DMAP / toluene / Heating 2: 63 percent / MsN3; NEt3 / acetonitrile / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 75 percent / DMAP / toluene / Heating 2: 51 percent / MsN3; NEt3 / acetonitrile / 20 °C 3: 76 percent / [Rh2(CH3CO2)4] / CH2Cl2 / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Examples of these esters and enamines are the following β-dicarbonyl compounds: ... γ-methoxyacetoacetic acid ethyl ester, γ-methoxyacetoacetic acid propyl ester, γ-methoxyacetoacetic acid isopropyl ester, γ-methoxyacetoacetic acid butyl ester, γ-ethoxyacetoacetic acid methyl ester, γ-ethoxyacetoacetic acid ethyl ester, γ-ethoxyacetoacetic acid propyl ester, γ-propoxyacetoacetic acid ethyl ester, ... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: guanidine hydrochloride salt; methyl γ-ethoxyacetoacetate With potassium <i>tert</i>-butylate In methanol at 20℃; Stage #2: With hydrogenchloride In methanol; water | To methyl 4-(ethyloxy)-3-oxobutanoate (6.0 g, 37.46 mmol) and guanidine hydrochloride (4.49 g, 44.95 mmol) in CH3OH (150 ml.) was added potassium te/t-butoxide (23.12 g, 206.03 mmol) at ambient temperature over 15 minutes under vigorous stirring. Then the reaction mixture was stirred overnight and filtered. The solution was concentrated to 20 ml_, diluted with water (20 ml.) and the pH adjusted to 5 by addition of 6N HCI. The resulting white precipitate was collected by filtration and dessicated to afford the title compound (6.31g). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 80℃; for 3h; | To a stirring solution of 2,2-dimethyl-1 ,3-dioxane-4,6-dione (9.90 g, 68.71 mmol) and pyridine (13.41 ml_, 164.92 mmol) in CHCI3 (200 ml.) was added 2-ethoxyacetyl chloride (10.1 g, 82.45 mmol) in CHCI3 (50 ml.) dropwise slowly at 0 0C and stirred for 1 hour. The reaction mixture was allowed to warm up to ambient temperature and stirred overnight. 1 N aqueous HCI (80 ml.) was added, and the mixture was then extracted with CHCI3 (3 X 50 ml_). The combined organic layers were washed with water (2 X 80 ml_), dried with Na2SO4, filtered and concentrated. CH3OH (250 ml.) was added, and the solution was heated to 80 0C and refluxed for 3 hours. Concentrating and distilling under reduced pressure afforded the title compound (6.0 g) as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 4 h / Reflux 3: lithium hydroxide; water / 1,4-dioxane / 16 h / 20 °C 4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 4 h / Reflux 3: lithium hydroxide; water / 1,4-dioxane / 16 h / 20 °C 4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C 6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C 6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C 7: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C 6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C 7: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C 6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C 7: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C 4: lithium hydroxide; water / methanol / 50 °C 5: trichlorophosphate / 2 h / 100 °C 6: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C 7: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 4 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 4 h / Reflux 3: lithium hydroxide; water / 1,4-dioxane / 16 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 24 h / 20 °C 2: acetic acid / ethanol / 2 h / 90 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: monomethyl monopotassium malonate With magnesium chloride In tetrahydrofuran at 25 - 65℃; for 4h; Stage #2: 2-Ethoxy-1-imidazol-1-yl-ethanone In tetrahydrofuran at 25℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 4-acetamidobenzenesulfonyl azide; triethylamine / dichloromethane / 12 h / 0 - 25 °C 2: iron(II) acetylacetonate / benzene-d6 / 3 h / 25 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43% | With 4-acetamidobenzenesulfonyl azide; triethylamine In dichloromethane at 0 - 25℃; for 12h; |
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