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inquiryMethyl 2-(3-{3-[2-(7-chloroquinolin-2-yl)vinyl]phenyl}-3-oxopropyl)benzoate cas 133791-17-0Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea,
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inquirymethyl 2-(3-oxopropane)benzoate
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
Conditions | Yield |
---|---|
With pyrrolidine; tris-(dibenzylideneacetone)dipalladium(0); 2-(di-tert-butylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole In N,N-dimethyl acetamide at 140℃; for 4h; Solvent; Reagent/catalyst; Molecular sieve; Inert atmosphere; | 75% |
o-iodo-methyl-benzoic acid
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: o-iodo-methyl-benzoic acid; 1‐[3‐(2‐(7-chloro‐2‐quinolinyl)vinyl)phenyl]‐2-propen-1-ol With triethylamine In butan-1-ol at 96℃; for 8h; Stage #2: With sodium formate In butan-1-ol at 75℃; Stage #3: In water at 55℃; for 1h; |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
2-[(3S)-3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-hydroxypropyl]benzoic acid methyl ester
Conditions | Yield |
---|---|
With C32H39BrMnN2O2P; potassium tert-butylate; hydrogen In methanol at 20℃; under 22502.3 Torr; for 16h; Glovebox; Autoclave; enantioselective reaction; | 99% |
Stage #1: 2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 10℃; for 2.66667h; Stage #2: With hydrogenchloride In water at 20℃; | 68.8% |
With [iridium(dihydride)(chloride)((3,5-(tBu)2-C6H3)2P)(C17H10)NHCHC5H3N(CH3)]; potassium tert-butylate; hydrogen In methanol at 50℃; under 22502.3 - 24002.4 Torr; for 15h; Reagent/catalyst; Solvent; Pressure; | n/a |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
-2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>benzoic acid methyl ester
Conditions | Yield |
---|---|
With sodium formate; [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; Aliquat 336 In dichloromethane; water at 40℃; for 60h; Product distribution / selectivity; Inert atmosphere; | 89% |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In ethanol at 0℃; for 24h; | 85% |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate; C52H67ClIrN2P; hydrogen / 20 - 30 °C / 15001.5 - 16501.7 Torr / Autoclave; Schlenk technique; Inert atmosphere 1.2: 0 - 50 °C 2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 25 °C View Scheme |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium tert-butylate; C52H67ClIrN2P; hydrogen / 20 - 30 °C / 15001.5 - 16501.7 Torr / Autoclave; Schlenk technique; Inert atmosphere; Large scale 2: hydrogen / tetrahydrofuran / 25 - 35 °C / 4500.45 - 6000.6 Torr / Autoclave 3: potassium tert-butylate / 3 h / 50 °C View Scheme |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
ethanol
Conditions | Yield |
---|---|
Stage #1: 2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester; ethanol With C52H67ClIrN2P; potassium tert-butylate; hydrogen at 20 - 30℃; under 15001.5 - 16501.7 Torr; Autoclave; Schlenk technique; Inert atmosphere; Stage #2: With water; sodium hydroxide In methanol at 0 - 50℃; | 7.8 g |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
ethanol
A
2-[(3S)-3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-hydroxypropyl]benzoic acid methyl ester
Conditions | Yield |
---|---|
With C52H67ClIrN2P; hydrogen In dichloromethane at 30℃; under 11400.8 Torr; for 0.5h; enantioselective reaction; | A n/a B n/a C n/a |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
ethanol
A
2-[(3S)-3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-hydroxypropyl]benzoic acid methyl ester
Conditions | Yield |
---|---|
With C52H67ClIrN2P; potassium tert-butylate; hydrogen at 20 - 30℃; under 15001.5 - 16501.7 Torr; Autoclave; Schlenk technique; Inert atmosphere; Large scale; Overall yield = 94 %; Overall yield = 29.6 kg; enantioselective reaction; | A n/a B n/a |
2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester
ethanol
B
2-[(3S)-3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-hydroxypropyl]benzoic acid methyl ester
Conditions | Yield |
---|---|
With C52H67ClIrN2P; hydrogen at 70℃; under 11400.8 Torr; for 0.5h; enantioselective reaction; | A n/a B n/a C n/a D n/a |
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