Technology Process of 4,4-bis-(4-dimethylamino-phenyl)-2-methyl-but-3-enoic acid tert-butyl ester
There total 5 articles about 4,4-bis-(4-dimethylamino-phenyl)-2-methyl-but-3-enoic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
cesium hydroxide; (2R,5R,1'S)-1-(9-anthracenyl)methyl-5-ethylene-2-<1-benzyloxy-1-(quinol-4-yl)>methyl-1-azoniabicyclo<2.2.2>octane bromide;
In
diethyl ether; dichloromethane;
at -50 ℃;
for 12h;
DOI:10.1021/ja9835739
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, -15 deg C, 20 h
2: 91 percent / H2 / 5 percent Pd/BaSO4 / 0.33 h / 23 °C / 760 Torr
3: 86 percent / CH3SO2Cl, Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.5 h / 0 °C
4: 68 percent / CsOH*H2O, O-benzyl-N-(9-anthrylmethyl)cinchonidinium bromide / CH2Cl2; diethyl ether / 12 h / -50 °C / other Ar2C=CHCH2CO2t-Bu esters; other alkyl iodides or bromides; var. temp. and reaction times
With
dmap; cesium hydroxide; n-butyllithium; (2R,5R,1'S)-1-(9-anthracenyl)methyl-5-ethylene-2-<1-benzyloxy-1-(quinol-4-yl)>methyl-1-azoniabicyclo<2.2.2>octane bromide; hydrogen; methanesulfonyl chloride; triethylamine;
Pd-BaSO4;
In
diethyl ether; dichloromethane;
DOI:10.1021/ja9835739
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, -15 deg C, 20 h
2: 91 percent / H2 / 5 percent Pd/BaSO4 / 0.33 h / 23 °C / 760 Torr
3: 86 percent / CH3SO2Cl, Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.5 h / 0 °C
4: 68 percent / CsOH*H2O, O-benzyl-N-(9-anthrylmethyl)cinchonidinium bromide / CH2Cl2; diethyl ether / 12 h / -50 °C / other Ar2C=CHCH2CO2t-Bu esters; other alkyl iodides or bromides; var. temp. and reaction times
With
dmap; cesium hydroxide; n-butyllithium; (2R,5R,1'S)-1-(9-anthracenyl)methyl-5-ethylene-2-<1-benzyloxy-1-(quinol-4-yl)>methyl-1-azoniabicyclo<2.2.2>octane bromide; hydrogen; methanesulfonyl chloride; triethylamine;
Pd-BaSO4;
In
diethyl ether; dichloromethane;
DOI:10.1021/ja9835739
