Technology Process of C14H19ON
There total 10 articles about C14H19ON which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
2: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
3: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
4: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
5: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
With
dmap; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; triethylamine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;
2: Grignard reaction / 3: Suzuki coupling;
DOI:10.1021/ol0713988
- Guidance literature:
-
Multi-step reaction with 4 steps
1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
2: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
3: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
4: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
With
copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;
1: Grignard reaction / 2: Suzuki coupling;
DOI:10.1021/ol0713988
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.68 g / triethylsilane; BF3*OEt2 / CH2Cl2 / 3 h / 0 °C
2: bromine / CH2Cl2 / 0.5 h / 0 °C
3: 0.73 g / triethylamine / CH2Cl2 / 0.5 h / 0 °C
4: (R)-1-Me-3,3-Ph-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-N,N-diethylaniline complex / tetrahydrofuran / 16 h / 0 - 20 °C
5: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
6: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
7: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
8: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
9: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
With
triethylsilane; dmap; borane N,N-diethylaniline complex; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; bromine; sodium cyanoborohydride; sodium carbonate; methoxybenzene; triethylamine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;
6: Grignard reaction / 7: Suzuki coupling;
DOI:10.1021/ol0713988