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CAS No. : | 4220-66-0 | MDL No. : | MFCD02683436 |
Formula : | C7H14O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MMRXJPOAPCEDLP-UHFFFAOYSA-N |
M.W : | 162.18 | Pubchem ID : | 350846 |
Synonyms : |
|
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 at 120℃; for 192h; | ||
Multi-step reaction with 2 steps 1: Et3N / 192 h / 120 °C 2: Et3N / 624 h / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With water; for 2h;Reflux; | A solution of (1) (49 g, 300 mmol) in water (150 mL) was refluxed for two hours. The reaction was cooled to room temperature and diluted with dichloromethane (300 mL). The layers were separated and the aqueous layer was extracted with dichloromethane (3*300 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to give (2) (24.2 g, 50% yield) as a colorless oil. |
4.00 g (99%) | With hydrogenchloride; | (a) 4-Oxo-butyric acid methyl ester. A solution of 4,4-dimethoxy-butyric acid methyl ester (5.00 g, 30.8 mmol), ether (25.0 mL) and 1.2 N HCl (12.0 mL) was stirred at room temperature for 1 h. The reaction was diluted with water (50 mL), extracted with dichloromethane (3*60 mL), dried over Na2SO4 and the solvent was removed by rotary evaporation to give 4.00 g (99%) of the title compound as an oil that was carried forward to the next reaction. |
With water; trifluoroacetic acid; In dichloromethane; at 20℃; for 16h; | Trifluoroacetic acid (6.0 ml_, 81 mmol) was added slowly drop-wise to a stirred solution of methyl 4,4-dimethoxybutyrate (5.0 g, 31 mmol) in dichloromethane (125 ml_) and water (13 ml_). The reaction mixture was stirred for 16 hours at room temperature. The reaction mixture was then washed with saturated aqueous sodium bicarbonate. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to afford 4-oxo-butyhc acid methyl ester (3.03 g, 85%) as a light yellow oil. The crude product was used in subsequent reactions without further purification. 1H NMR (300 MHz, CDCI3) delta 9.81 (s, 1 H), 3.69 (s, 3 H), 2.80 (t, 2 H, J = 6.64 Hz), 2.63 (t, 2 H, J = 6.64 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With sodium hydroxide In methanol at 0℃; | |
90% | With sodium hydroxide In methanol; water at 0 - 20℃; for 2h; | |
90% | With sodium hydroxide In methanol; water at 0 - 20℃; |
With sodium hydroxide | ||
Stage #1: methyl 4,4-dimethoxybutanoate With water; sodium hydroxide In methanol at 20℃; for 5.5h; Stage #2: With hydrogenchloride In methanol; water | 33a Methyl 4,4-dimethoxybutanoate (600 mg, 3.70 mmol) was dissolved in methanol (6 mL), a 1 N aqueous sodium hydroxide solution (5.55 mL, 5.55 mmol) was added, and then the mixture was stirred at room temperature for 5.5 hours. 1 N Hydrochloric acid was added to the reaction mixture to adjust the mixture to pH 4, and then the mixture was extracted with ethyl acetate (x 3). The organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give a carboxylic acid compound (499 mg). The resulting carboxylic acid compound (168 mg, 1.13 mmol) and 1-[2-(methylamino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamate (400 mg, 1.13 mmol) were used to give the title compound (499 mg; yield, 91%) as a colorless oily substance according to the method described in Example 12a. MS (FAB) m/z: 484 (M+H)+. IR (KBr) νmax 2948, 1724, 1651, 1528, 1280, 1233, 1124, 1057, 748 cm-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | Stage #1: methyl 4-nitrobutyrate With sodium methylate In methanol Stage #2: methanol With sulfuric acid | |
With sulfuric acid; sodium 2.) methanol, -10 deg C, 15 min; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With ammonium bromide; triethylamine at 18 - 20℃; electrolysis: constant current = 2.5 A (current density = 62.5 mA/cm2), initial voltage = 14 V, final voltage = 40 V, amount of electricity passed = 8 F/mol; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | at 150℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With lithium chloride In N,N-dimethyl-formamide Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With sulfuric acid In methanol for 3h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With trifluoroacetic acid In dichloromethane at 20℃; for 72h; optical yield given as %de; diastereoselective reaction; | |
76% | With trifluoroacetic acid In dichloromethane at 20℃; for 72h; | |
With trifluoroacetic acid In dichloromethane Ambient temperature; |
With trifluoroacetic acid In dichloromethane for 48h; Ambient temperature; Yield given; | ||
With trifluoroacetic acid In dichloromethane for 48h; Ambient temperature; | ||
400 g | With trifluoroacetic acid In methanol; dichloromethane at 20℃; for 240h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 85% 2: 8.4% | With trifluoroacetic acid In chloroform for 12h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With trifluoroacetic acid In dichloromethane at 20℃; for 168h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With diisobutylaluminium hydride In dichloromethane at -78℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | Stage #1: methyl 4,4-dimethoxybutanoate; 1-tert-butyloxycarbonyl-Nb-benzyl-5-methoxytryptophan ethyl ester With trifluoroacetic acid In chloroform Heating; Stage #2: In xylene for 48h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | Stage #1: acetic acid tert-butyl ester With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: methyl 4,4-dimethoxybutanoate With lithium tert-butoxide In tetrahydrofuran; hexane at -40 - -30℃; for 0.333333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi; iPr2NH / hexane; tetrahydrofuran / 0.33 h / -78 °C 1.2: 60 percent / t-BuOLi / hexane; tetrahydrofuran / 0.33 h / -40 - -30 °C 2.1: NaH / tetrahydrofuran / 1.5 h / -78 - 23 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi; iPr2NH / hexane; tetrahydrofuran / 0.33 h / -78 °C 1.2: 60 percent / t-BuOLi / hexane; tetrahydrofuran / 0.33 h / -40 - -30 °C 2.1: NaH / tetrahydrofuran / 1.5 h / -78 - 23 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi; iPr2NH / hexane; tetrahydrofuran / 0.33 h / -78 °C 1.2: 60 percent / t-BuOLi / hexane; tetrahydrofuran / 0.33 h / -40 - -30 °C 2.1: NaH; N-(5-chloro-2-pyridyl)triflimide / tetrahydrofuran / 1.5 h / -78 - 23 °C 2.2: 6.70 g / XPhos; K3PO4 / Pd2(dba)3 / toluene / 12 h / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: n-BuLi; iPr2NH / hexane; tetrahydrofuran / 0.33 h / -78 °C 1.2: 60 percent / t-BuOLi / hexane; tetrahydrofuran / 0.33 h / -40 - -30 °C 2.1: NaH; N-(5-chloro-2-pyridyl)triflimide / tetrahydrofuran / 1.5 h / -78 - 23 °C 2.2: 6.70 g / XPhos; K3PO4 / Pd2(dba)3 / toluene / 12 h / 65 °C 3.1: Cu(OAc)2*H2O; (R)-BINAP; polymethylhydrosiloxane / tetrahydrofuran; 2-methyl-propan-2-ol / 5.5 h / 23 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: n-BuLi; iPr2NH / hexane; tetrahydrofuran / 0.33 h / -78 °C 1.2: 60 percent / t-BuOLi / hexane; tetrahydrofuran / 0.33 h / -40 - -30 °C 2.1: NaH; N-(5-chloro-2-pyridyl)triflimide / tetrahydrofuran / 1.5 h / -78 - 23 °C 2.2: 6.70 g / XPhos; K3PO4 / Pd2(dba)3 / toluene / 12 h / 65 °C 3.1: Cu(OAc)2*H2O; (R)-BINAP; polymethylhydrosiloxane / tetrahydrofuran; 2-methyl-propan-2-ol / 5.5 h / 23 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2: 58 percent / Ti(OEt)4 / CH2Cl2 / -78 °C | ||
Multi-step reaction with 2 steps 1.1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2.1: LiHMDS / tetrahydrofuran / 20 °C 2.2: 58 percent / tetrahydrofuran / -78 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2.1: 58 percent / Ti(OEt)4 / CH2Cl2 / -78 °C 3.1: i-PrOH / tetrahydrofuran / 0.5 h / 20 °C 3.2: tetrahydrofuran / 3.75 h / -78 - 20 °C | ||
Multi-step reaction with 3 steps 1.1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2.1: LiHMDS / tetrahydrofuran / 20 °C 2.2: 58 percent / tetrahydrofuran / -78 °C 3.1: i-PrOH / tetrahydrofuran / 0.5 h / 20 °C 3.2: tetrahydrofuran / 3.75 h / -78 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2.1: 58 percent / Ti(OEt)4 / CH2Cl2 / -78 °C 3.1: i-PrOH / tetrahydrofuran / 0.5 h / 20 °C 3.2: 83 percent / tetrahydrofuran / 3.75 h / -78 - 20 °C | ||
Multi-step reaction with 3 steps 1.1: 74 percent / diisobutylaluminum hydride / CH2Cl2 / -78 °C 2.1: LiHMDS / tetrahydrofuran / 20 °C 2.2: 58 percent / tetrahydrofuran / -78 °C 3.1: i-PrOH / tetrahydrofuran / 0.5 h / 20 °C 3.2: 83 percent / tetrahydrofuran / 3.75 h / -78 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 76 percent / TFA / CH2Cl2 / 72 h / 20 °C 2: 99 percent / NaH / 1,2-dimethoxy-ethane / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 76 percent / TFA / CH2Cl2 / 72 h / 20 °C 2: 88 percent / NaH / toluene; methanol / 72 h / Heating | ||
Multi-step reaction with 2 steps 1: trifluoroacetic acid / CH2Cl2 / Ambient temperature 2: 92 percent / NaOMe / toluene / 60 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 90 percent / H2O / Heating 2: 78 percent / ZnCl2, Et3N |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 90 percent / H2O / Heating 2: 78 percent / ZnCl2, Et3N 3: 85 percent / LDA / -78 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 65 percent / tetraethylammonium p-toluenesulfonate / electrolysis (3 F/mol, 0.5 A) 2: 89 percent / 5percent H2SO4 / methanol / 3 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: (i) LiAlH4, Et2O, (ii) (alkaline hydrolysis) 2: NaH / diethyl ether 3: NaOCH2CF3 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: (i) LiAlH4, Et2O, (ii) (alkaline hydrolysis) 2: NaH / diethyl ether |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With isopropylmagnesium chloride In tetrahydrofuran at -20 - -10℃; for 0.5h; | 195 4,4,N-Trimethoxy-N-methyl-butyramide (1) 4,4,N-Trimethoxy-N-methyl-butyramide (1) To a solution of methyl 4,4-dimethoxy-butyrate(4.99 g, 30.8 mmol) and N,O-dimethylhydroxylamine HCl(4.65 g, 47.68 mmol) in 60 mL of THF at -20° C., is added isopropylmagnesiumchloride(46 mL, 92.28 mmol, 2.0M in THF) maintaining the temperature below -20° C. After stirring at -10° C. for 30 min, the reaction mixture is quenched with 50 mL of water and extracted with 3*80 mL of EtOAc. The combined organic layers is dried over Na2SO4 and filtered through a short silica gel pluge. The solution is concentrated to give 4,4,N-Trimethoxy-N-methyl-butyramide(5.9 g, 99%) as pale liquid. M/Z=191.0 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.5% | With sodium hydroxide; sulfuric acid In methanol; water; ethyl acetate | R.77 Synthesis of 2-(5-trifluoromethyl-1H-indol-3-yl)acetic acid Reference Example 77 Synthesis of 2-(5-trifluoromethyl-1H-indol-3-yl)acetic acid A mixture of 4-trifluoromethylphenylhydrazine (5 g), 4,4-dimethoxybutyric acid methyl ester (6 g) and 10% aqueous sulfuric acid (20 ml) was stirred for 6 hours under a nitrogen atmosphere at 90° C. The reaction mixture was allowed to cool, water was added, and then extraction was performed with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. A 2 N sodium hydroxide aqueous solution (10 ml) and methanol (10 ml) were added to the obtained residue, and the mixture was heated to reflux for one hour. Water was added to the reaction mixture which was then rendered acidic with concentrated aqueous hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography using a mixed solvent of dichloromethane, methanol, and acetic acid to obtain 0.11 g of the title compound as a colorless powder (1.5% yield). The NMR data for the obtained compound were as follows. NMR: (300 MHz, DMSO-d6) δ: 3.72 (2H,s), 7.37 (1H,dd), 7.43 (1H,d), 7.54 (1H,d), 7.8-8.0 (1H,m), 11.38 (1H,s), 12.0-12.4 (1H,m) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With 2,4-dinitrobenzenesulfonic acid In acetonitrile at 20℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium acetate; acetic acid for 5h; Heating / reflux; | BB20.1 A solution of 1 g of benzil, 1.01 g of methyl 4,4-dimethoxybutyrate and 2.87 g of ammonium acetate in 23 mL of acetic acid was refluxed for 5 h. The mixture was poured into water, basified with a 25% aq. ammonium hydroxide solution and extracted with DCM. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo. The resulting crude material was purified by CC using heptane/EtOAc from 85/15 to 0/100 as eluant to yield 633 mg of 3-(4,5-diphenyl-1 H-imidazol-2-yl)-propionic acid methyl ester as a yellowish solid. LC-MS: tR = 0.78 min; [M+H]+: 307.31. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4-Chloro-3-(N-methyl-N-(4-butyric acid methyl ester)-amino)-benzonitrile A solution of 4,4-Dimethoxy-butyric acid methyl ester (5.0 g, 30.8 mmol), 1.2 M hydrochloric acid solution (12 mL), and acetone (100 mL) was stirred at room temperature for 20 minutes. The solution was concentrated by rotary evaporation and the residue was partitioned between water (50 mL) and dichloromethane (3*60 mL). The combined dichloromethane layers were dried over sodium sulfate and were concentrated by rotary evaporation. To the residue was added dichloromethane (150 mL), <strong>[53312-79-1]3-amino-4-chloro-benzonitrile</strong> (1.19 g, 7.83 mmol), acetic acid (1.8 mL, 31 mmol), and sodium triacetoxyborohydride (6.74 g, 31.8 mmol), and the solution was stirred at room temperature for 15 hours. The solution was concentrated by rotary evaporation and was partitioned between ethyl acetate (100 mL) and water (50 mL). The ethyl acetate layer was concentrated by rotary evaporation and the residue was purified by flash column chromatography (7:2 hexanes/ethyl acetate) to yield 2.21 g of a white solid. To the white solid was added glacial acetic acid (80 mL), paraformaldehyde (2.34 g, 78.1 mmol), and sodium cyanoborohydride (1.82 g, 6.83 mmol); and the solution was stirred for 17 hours at room temperature. The solution was partitioned between ethyl acetate and saturated sodium bicarbonate solution (1200 mL), and the ethyl acetate layer was concentrated by rotary evaporation. The residue was purified by flash column chromatography (5:1 hexanes/ethyl acetate) to yield 1.82 g (87%) of a cololess oil. 1H NMR (CDCl3): 7.43 (d, J =8.25 Hz, 1H), 7.29 (d, J=1.64 Hz, 1H), 7.21 (dd, JBA=8.24 Hz, JBX=1.93, 1H), 3.68 (s, 3H), 3.08 (t, J=7.42 Hz, 2H), 2.80 (s, 3H), 2.39 (t, J=7.28 Hz, 2H), 1.93 (d, J=7.35 Hz, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36.8 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C32H27ClN3O4Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
23.6 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C35H28Cl2N3O4Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
29.6 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C31H28N3O4Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
9.9 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C34H28ClN4O3Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36.2 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C31H27N4O3Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33.4 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C32H26F2N3O3Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33.1 mg | Stage #1: methyl 4,4-dimethoxybutanoate; C32H28N3O3Pol With trifluoroacetic acid In dichloromethane at 20℃; for 72h; solid phase reaction; Stage #2: With sodium methylate In 1,4-dioxane; methanol at 50℃; Stage #3: With sodium methylate In methanol; toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: methyl 4,4-dimethoxybutanoate With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: acrolein In tetrahydrofuran optical yield given as %de; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With trifluoroacetic acid In dichloromethane at 20℃; for 72h; optical yield given as %de; diastereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With trifluoroacetic acid In dichloromethane at 20℃; for 72h; optical yield given as %de; diastereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetic acid In dichloromethane at 20℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 72h; stereoselective reaction; |
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