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Items Standard Result Appearance Colorless or pale yellow crystal Conforms Assay ≥99.0%
Cas:122-57-6
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inquiryName:benzylideneacetone CAS NO:122-57-6 Grade:Medical scientific research and export Molecular formula: C10H10O Molecular weight:146.19 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability
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inquiryBenzalacetone Basic information Product Name: Benzalacetone Synonyms: (3E)-4-Phenyl-3-buten-2-one;1-Buten-3-one-1-phenyl;2-Phenylvinyl methyl ketone;4-phenyl-3-bute
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inquiryChemical Name: Benzalacetone CAS No.: 122-57-6 Molecular Fomula:C10H10O Chemical Structure: Molecular weight: 146.19 Appearance: slightly yellow crystal solid Assay:≥99.0 Appearance:slightly yellow?crystal solid Storage:Store in cool and dry
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inquiryProduct Name: Benzalacetone CAS: 122-57-6 MF: C10H10O MW: 146.19 EINECS: 204-555-1 Mol File: 122-57-6.mol Benzalacetone Structure Benzalacetone Chemical Properties Melting point 39-42 °C(lit.) Boiling point 260-262 &de
Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:white powder/ Refer to COA Storage:Refer to COA
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Our Advantages Production: Advanced chemical equipment with years of experience Staffs for producing various extract products. Quality Control:A complete set of Testing Professional and Analysis Equipment ensures the Quality Requirements and Specif
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Superior quality, moderate price & quick delivery. Appearance:light yellow crystal powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:25kg/drum, or as per your request. Application:Used for Pesticide
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Min.Order:1 Gram
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inquiryProduct name: Benzalacetone CAS No.: 122-57-6 Molecule Formula:C10H11O Molecule Weight:147.19 Purity: 99.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise Standard TESTING
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4-phenylbut-3-en-2-ol
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With dicarbonyl-(2,4-bis(trimethylsilyl)bicyclo[3.3.0]nona-1,4-dien-3-one)[acetonitrile]iron; acetone at 90℃; for 18h; Opppenauer oxidation; Inert atmosphere; | 99% |
With aluminum oxide; potassium permanganate In neat (no solvent) for 0.05h; | 97% |
With benzyltriphenylphosphonium peroxymonosulfate for 0.0833333h; Oxidation; | 97% |
2-Methyl-2-((E)-styryl)-[1,3]dithiane
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; niobium pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 0.25h; | 98% |
With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 0.2h; | 95% |
With antimonypentachloride In dichloromethane at 0℃; for 0.166667h; | 75% |
With oxygen; 2,4,6-tris(p-chlorophenyl)pyrylium perchlorate In dichloromethane for 1.5h; Irradiation; | 50% |
With methyltriphenylphosphonium tribromide; water 1.) THF, 3 h, room temperature; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 110℃; for 20h; Heck Reaction; Green chemistry; | 90% |
With tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl-ammonium chloride; sodium hydrogencarbonate In N,N-dimethyl-formamide at 100℃; for 4h; Heck Reaction; Microwave irradiation; Inert atmosphere; |
Conditions | Yield |
---|---|
With sodium hydroxide In water Aldol Condensation; | 96% |
With N,N-dimethyl-cyclohexanamine In water at 70℃; for 24h; Aldol Condensation; Green chemistry; | 94% |
With C66H78O6(6-)*6Na(1+) at 55℃; for 1h; Reagent/catalyst; | 93.5% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 110℃; for 20h; Heck Reaction; Green chemistry; | 70% |
Conditions | Yield |
---|---|
With [1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene]copper(I) chloride; sodium t-butanolate In toluene at 20℃; for 3h; Aldol Condensation; Schlenk technique; Inert atmosphere; | 90% |
1-(3-phenyloxiran-2-yl)ethanone
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 6000.6 Torr; for 24h; Glovebox; chemoselective reaction; | 89% |
With carbon monoxide In tetrahydrofuran; water at 110℃; under 6840.46 Torr; for 12h; Autoclave; chemoselective reaction; | 86% |
Conditions | Yield |
---|---|
With sodium carbonate; [1,1'-biphenyl]-4-yl(4-([1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methanone; palladium dichloride In water; N,N-dimethyl-formamide at 80℃; for 8h; Heck Reaction; Sealed tube; stereoselective reaction; | 94% |
With palladium diacetate; sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 120℃; under 375.038 - 2250.23 Torr; for 1h; Reagent/catalyst; Temperature; Heck Reaction; Microwave irradiation; | 81% |
With C33H33N2(1+)*Cl(1-); palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide for 2h; Heck Reaction; Inert atmosphere; Sealed tube; Heating; | 79% |
benzaldehyde
acetone
A
1,5-diphenyl-1,4-pentadiene-3-one
B
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With diethyl ether; magnesium bromide-butylate | |
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine at 60℃; for 0.5h; Inert atmosphere; | |
With chromium(VI) oxide at 56℃; for 10h; | |
Aldol Condensation; | |
With sodium dodecyl-sulfate; sodium hydroxide In water at 40℃; for 4h; Solvent; Claisen-Schmidt Condensation; Sealed tube; |
benzaldehyde
acetone
A
1-Phenylbut-1-en-3-one
B
3-methyl-5-phenyl-2-cyclohexen-1-one
Conditions | Yield |
---|---|
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; rac-methylbenzylamine; silver carbonate at 80℃; for 24h; Robinson Annulation; Sealed tube; | A 10% B 65% |
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; rac-methylbenzylamine; silver carbonate at 80℃; for 14h; Robinson Annulation; Sealed tube; | A 42% B 40% |
Conditions | Yield |
---|---|
With palladium Hydrogenation; | |
Multi-step reaction with 2 steps 1: hydroxylamine-O-sulphonic acid / H2O / 0.58 h / 0 °C 2: H3C-COONa, K2Te / 4 h / Ambient temperature View Scheme | |
With formic acid; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; triethylamine; [Pd(1,4-di-t-butyl-1,4-diazabutadiene)(maleic anhydride)] In para-xylene; acetonitrile for 24h; Heating; | |
With hydrogen under 760.051 Torr; Reagent/catalyst; |
Conditions | Yield |
---|---|
With copper(II) sulfate In tetrahydrofuran; methanol; water for 28h; Heating; | 95% |
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.75h; Oxidation; Heating; | 90% |
With KMnO4/alumina at 50℃; for 0.166667h; | 87% |
With aluminium trichloride; butyltriphenylphosphonium dichromate In chloroform for 0.75h; Oxidation; Heating; | 70% |
With gold(III) tribromide; dimethylglyoxal In ethanol; water at 60℃; for 15h; pH=7; | 91 %Spectr. |
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-3-butene With oxygen; palladium diacetate In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 4h; Green chemistry; Stage #2: phenylboronic acid With 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl-formamide at 90℃; for 18h; Heck Reaction; Green chemistry; | 85% |
Conditions | Yield |
---|---|
With Arabidopsis thaliana berberine bridge enzyme-like protein 15 L182V; oxygen In dimethyl sulfoxide at 30℃; for 24h; pH=7.0; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | A 42 %Chromat. B 58 %Chromat. |
1-phenylbut-2-yn-1-ol
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With KSF clay for 0.0833333h; Irradiation; microwave irradiation; | 92% |
With [Ag{μ2-N,S-(1,3,5-triaza-7-phosphaadamantane)=NP(=S)(OEt)2}]x[SbF6]x In water at 160℃; for 1h; Microwave irradiation; | 90% |
4-Phenyl-4-phenylsulfanyl-butan-2-one
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With diiodomethane; diethylzinc; trifluoroacetic acid In dichloromethane at 0℃; | 95% |
benzaldehyde
acetone
A
(4S)-4-hydroxy-4-phenylbutan-2-one
B
(4R)-4-hydroxy-4-phenylbutan-2-one
C
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With 1H-imidazole at 20℃; under 45004.5 Torr; Aldol Addition; Flow reactor; Sonication; stereoselective reaction; | A n/a B n/a C 13% |
L-proline In various solvent(s) at 20℃; for 20h; Product distribution; Further Variations:; Solvents; catalyst amounts; | |
With 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole In dimethyl sulfoxide at 60℃; for 0.5h; Aldol condensation; microreactor; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 18 %Spectr. |
With Zn(2+)*C8H5NO4(2-)*2C5H9NO2 In dimethyl sulfoxide at 40℃; for 96h; Catalytic behavior; Reagent/catalyst; Temperature; Aldol Addition; Green chemistry; Optical yield = 73 %ee; enantioselective reaction; | |
Stage #1: acetone With L-proline In chloroform; dimethyl sulfoxide at 0℃; for 0.5h; Aldol Addition; Sealed tube; Stage #2: benzaldehyde In chloroform; dimethyl sulfoxide at 0℃; for 96h; Concentration; Time; Temperature; Solvent; Aldol Addition; Sealed tube; enantioselective reaction; | A n/a B 76 %Spectr. C 8 %Spectr. |
(+/-)-2-amino-4-phenylbut-3-ene
trans-2-acetyl-3-phenyloxirane
B
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With 4-phenylnaphthalene-1,2-dione In acetonitrile at 23℃; for 60h; | A 15% B 15% |
6-(tert-butyl)-12-phenyl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine
methyl vinyl ketone
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With palladium diacetate In 1,4-dioxane; water for 24h; Heating; Inert atmosphere; | 79% |
With palladium diacetate In 1,4-dioxane; water at 100℃; for 1h; Mizoroki-Heck reaction; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With caro's acid; silica gel In acetonitrile at 20℃; for 0.366667h; | 90% |
2-(trimethylsilyl)-4-phenyl-3-butyn-2-ol
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran | 100% |
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate In water; acetonitrile at 0℃; for 5h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With ammonium chloride; zinc In ethanol at 80℃; for 0.00833333h; microwave irradiation; | 95% |
With iron(II) oxalate In N,N-dimethyl-formamide at 100℃; for 2h; | 92% |
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.5h; | 90% |
4-ethylsulfanyl-4-phenyl-butan-2-one
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In chloroform 1.) ice-bath, 2.) r.t., 15 h; | 89% |
With aluminum oxide; potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate 1.) 6 h, room temperature 2.) CH2Cl2, 40 min, room temperature; Yield given. Multistep reaction; |
3H-chromene-2,4-dione
1-phenylbut-2-yn-1-ol
A
2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one
B
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With C24H20N2O4Ru; trifluoroacetic acid In toluene at 100℃; for 3h; Inert atmosphere; | A 82% B 8% |
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With Raney-Ni In methanol at 70℃; for 12h; Reagent/catalyst; Inert atmosphere; | 84% |
2-[(tert-butyldimethylsilyl)oxy]-4-phenyl-1,3-butadiene
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With (1,10-phenanthroline)(triphenylphosphine)CuBr; sodium 2,2,2-trifluoroacetate In acetonitrile at 80℃; for 3h; | 7 %Spectr. |
With 7,8-benzoquinoline; trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate In toluene at 80℃; for 1h; Reagent/catalyst; | 55 %Spectr. |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; water; palladium diacetate at 70℃; for 12h; Temperature; Sealed tube; Schlenk technique; diastereoselective reaction; | A n/a B 6 %Spectr. |
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With ethanol; potassium hydrogencarbonate; silver nitrate In water at 70℃; for 8h; | 72% |
3,4-dibromo-4-phenylbutan-2-one
A
α-bromobenzalacetone
B
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide at 155 - 160℃; for 1h; | A 17% B 74% |
With N,N-dimethyl-formamide at 155 - 160℃; for 1h; | A 17% B 73% |
1-Phenylbut-1-en-3-one
1-(3-phenyloxiran-2-yl)ethanone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; potassium fluoride on basic alumina In decane; toluene at 25℃; for 24h; Inert atmosphere; | 100% |
With sodium hydroxide In 1,4-dioxane; water for 20h; Reflux; | 95% |
With Amberlyst A-26 (OH- form); dihydrogen peroxide In 1,4-dioxane at 20℃; for 6h; | 94% |
Conditions | Yield |
---|---|
With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In chloroform for 2h; Ambient temperature; | 100% |
With hydrogen In toluene at 70℃; under 750.075 Torr; for 0.666667h; | 100% |
With C50H57IrN2P; hydrogen In dichloromethane at -78 - 20℃; | 100% |
nitromethane
1-Phenylbut-1-en-3-one
5-nitro-4-phenylpentan-2-one
Conditions | Yield |
---|---|
With hydrotalcite for 0.1h; Michael addition; Microwave irradiation; | 100% |
With potassium fluoride; 18-crown-6 ether In acetonitrile for 168h; Heating; | 93% |
With C10H20NaO5*HO(1-); water In methanol at 25℃; for 0.833333h; Michael addition; | 90% |
tetraallyl tin
1-Phenylbut-1-en-3-one
3-methyl-1-phenyl-hexa-1,5-dien-3-ol
Conditions | Yield |
---|---|
2,6-dimethylpyridine; zinc trifluoromethanesulfonate In dichloromethane at 20℃; for 24h; | 100% |
With 4C33H36BO6(3-)*4Nd(3+)*2C3H7NO*14H2O*CO3(2-)*2C2H8N(1+); sodium dodecyl-sulfate In water at 20℃; for 48h; chemoselective reaction; | 81.4% |
With n-butyllithium; cerium(III) chloride 1.) hexane, THF, RT, 1 h, 2.) hexane, THF, 0 deg C, 1 h; Yield given. Multistep reaction; | |
With 1,1'-bi-2-naphthol |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In dichloromethane for 5h; | 100% |
1-Phenylbut-1-en-3-one
4-phenylbut-3-en-2-ol
Conditions | Yield |
---|---|
With diphenylsilane; cesium fluoride at 25℃; for 0.5h; | 100% |
With potassium tert-butylate; hydrogen; potassium isopropoxide; [Ru((R,R)-cyP2N2)HCL] at 20℃; under 22801.5 Torr; for 12h; Conversion of starting material; | 100% |
With potassium tert-butylate; hydrogen; potassium isopropoxide; Ru((R,R)-cyP2(NH)2)HCl at 20℃; under 22801.5 Torr; for 12h; Conversion of starting material; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate at 50℃; for 8.5h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With C23H24N2O6S*Li(1+) In tetrahydrofuran; dimethyl sulfoxide at 0℃; for 48h; Reagent/catalyst; Michael Addition; | 99% |
With lipase In water at 50℃; for 168h; Temperature; Michael Addition; Enzymatic reaction; | 99.1% |
With N-ethyl-N,N-diisopropylamine In water for 20h; Michael Addition; Reflux; | 93% |
p-methoxybenzylnitrile
1-Phenylbut-1-en-3-one
(methoxy-4 phenyl)-1 phenyl-2 oxo-4 pentane carbonitrile
Conditions | Yield |
---|---|
With sodium methylate In methanol for 4h; Ambient temperature; | 99% |
With tetrabutylammomium bromide; potassium carbonate In toluene at 50℃; for 6h; | 70% |
1-Phenylbut-1-en-3-one
(3S*,4R*)-3,4-dibromo-3-phenylbutan-2-one
Conditions | Yield |
---|---|
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(dimethylamino)ethyl)thiourea In dichloromethane at 22℃; for 2.5h; optical yield given as %de; diastereospecific reaction; | 99% |
With 1-(2-diethyl-aminoethyl)-3-methylimidazolium hexafluorophosphate; bromine In water at 10 - 20℃; for 0.25h; stereoselective reaction; | 91% |
With 4-dimethylaminopyridine tribromide In acetic acid for 6h; Ambient temperature; | 85% |
With oxone; sodium bromide at 20℃; for 0.666667h; Neat (no solvent); Mechanical ball milling; | 81% |
2-methyl-1H-indole
1-Phenylbut-1-en-3-one
4-(2-methyl-1H-indol-3-yl)-4-phenyl-2-butanone
Conditions | Yield |
---|---|
With sodium ligninsulfonate-immobilized Sc(OTf)3 In ethanol Michael Addition; | 99% |
bismuth oxide perchlorate In acetonitrile for 0.75h; Michael addition; ultrasonic irradiation; | 93% |
bismuth(III) nitrate at 20℃; for 0.166667h; Michael addition; grinding; | 92% |
1-Phenylbut-1-en-3-one
bis(pinacol)diborane
Conditions | Yield |
---|---|
With ethyl cinnamate; copper(l) chloride; sodium t-butanolate In tetrahydrofuran at 20℃; | 99% |
Stage #1: 1-Phenylbut-1-en-3-one; bis(pinacol)diborane With potassium carbonate In methanol; toluene at 60℃; for 2h; Michael type reaction; Inert atmosphere; Stage #2: With water; ammonium chloride In methanol; toluene Inert atmosphere; | 99% |
Stage #1: bis(pinacol)diborane With copper(l) chloride; sodium t-butanolate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1-Phenylbut-1-en-3-one In tetrahydrofuran; water at 20℃; for 3h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With potassium hydroxide at 20℃; for 5h; Product distribution / selectivity; | 99% |
With potassium carbonate at 20℃; for 5h; Product distribution / selectivity; | 96% |
3,4-(methylenedioxy)-benzeneboronic acid
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With potassium carbonate at 20℃; for 5h; | 99% |
Conditions | Yield |
---|---|
With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; 4-pyrrolidin-1-ylpyridine In toluene at 20℃; for 72h; Michael Addition; enantioselective reaction; | 99% |
With C27H37N5OS In tetrahydrofuran at 20℃; for 48h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 92% |
With (R,R)-1,2-diphenylethylenediamine; benzene-1,2-dicarboxylic acid In ethanol at 20℃; for 168h; Michael Addition; enantioselective reaction; | 75% |
diisopropyl malonate
1-Phenylbut-1-en-3-one
Conditions | Yield |
---|---|
With N-[(2S)-2-amino-3,3-dimethylbutyl]-4-methylbenzenesulfonamide In toluene at 20℃; for 72h; Michael condensation; optical yield given as %ee; regioselective reaction; | 99% |
With (S)-3-(1H-indol-3-yl)-N1-propylpropane-1,2-diamine; trifluoroacetic acid In chloroform at 20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 72% |
Conditions | Yield |
---|---|
With (S)-3-(1H-indol-3-yl)-N1-propylpropane-1,2-diamine; trifluoroacetic acid In chloroform at 20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 99% |
malonic acid dibenzyl ester
1-Phenylbut-1-en-3-one
(R)-dibenzyl 2-(3-oxo-1-phenylbutyl)malonate
Conditions | Yield |
---|---|
With (S)-3-(1H-indol-3-yl)-N1-propylpropane-1,2-diamine; trifluoroacetic acid In chloroform at 20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 99% |
With N-[(2S)-2-amino-3,3-dimethylbutyl]-4-methylbenzenesulfonamide In toluene at 20℃; for 72h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 99% |
1-Phenylbut-1-en-3-one
malonic acid dimethyl ester
dimethyl (R)-(-)-4-oxo-2-phenyl-1,1-pentanedicarboxylate
Conditions | Yield |
---|---|
With (S)-3-(1H-indol-3-yl)-N1-propylpropane-1,2-diamine; trifluoroacetic acid In chloroform at 20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction; | 99% |
With N-[(2S)-2-amino-3,3-dimethylbutyl]-4-methylbenzenesulfonamide In toluene at 20℃; for 72h; Michael condensation; optical yield given as %ee; regioselective reaction; | 98% |
With C59H86N10O9; benzoic acid In tetrahydrofuran at 40℃; Michael Addition; enantioselective reaction; | 97% |
With C59H86N10O9; benzoic acid In tetrahydrofuran at 40℃; for 96h; Michael Addition; Sealed tube; enantioselective reaction; | 95% |
Conditions | Yield |
---|---|
With 9-epi-9-amino-9-deoxyquinine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; benzoic acid at 40℃; for 48h; Catalytic behavior; Reagent/catalyst; Temperature; Michael Addition; enantioselective reaction; | 99% |
Stage #1: nitromethane With C43H64N4O4; scandium tris(trifluoromethanesulfonate) at 30℃; for 0.5h; Asymmetric Michael addition; Inert atmosphere; Neat (no solvent); Stage #2: 1-Phenylbut-1-en-3-one With dmap at 30℃; for 48h; Asymmetric Michael addition; Inert atmosphere; Neat (no solvent); optical yield given as %ee; enantioselective reaction; | 97% |
With (S)-N1-cyclohexyl-3,3-dimethylbutane-1,2-diamine; benzoic acid In ethyl acetate at 30℃; for 36h; Michael Addition; enantioselective reaction; | 89% |
2-(5-methoxy-2-oxoindolin-3-ylidene)malononitrile
1-Phenylbut-1-en-3-one
5'-methoxy-2',5-dioxo-3-phenylspiro[cyclohexane-1,3'-indoline]-2,2-dicarbonitrile
Conditions | Yield |
---|---|
With C20H25N3O; (R)-1,1'-binaphthyl-2,2'-phosphoric acid In 1,2-dichloro-ethane at 80℃; for 2h; Double Michael addition; optical yield given as %ee; enantioselective reaction; | 99% |
C11H4BrN3O
1-Phenylbut-1-en-3-one
6'-bromo-2',5-dioxo-3-phenylspiro[cyclohexane-1,3'-indoline]-2,2-dicarbonitrile
Conditions | Yield |
---|---|
With C20H25N3O; (R)-1,1'-binaphthyl-2,2'-phosphoric acid In 1,2-dichloro-ethane at 80℃; for 3h; Double Michael addition; optical yield given as %ee; enantioselective reaction; | 99% |
2-(2-oxo-7-(trifluoromethyl)indolin-3-ylidene)malononitrile
1-Phenylbut-1-en-3-one
2',5-dioxo-3-phenyl-7'-(trifluoromethyl)spiro[cyclohexane-1,3'-indoline]-2,2-dicarbonitrile
Conditions | Yield |
---|---|
With C20H25N3O; (R)-1,1'-binaphthyl-2,2'-phosphoric acid In 1,2-dichloro-ethane at 80℃; for 1.5h; Double Michael addition; optical yield given as %ee; enantioselective reaction; | 99% |
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