Technology Process of (3R,4R)-4-(3-methoxyphenyl)-3,4-dimethylpiperidine
There total 13 articles about (3R,4R)-4-(3-methoxyphenyl)-3,4-dimethylpiperidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
2.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
3.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
4.1: n-butyllithium / tetrahydrofuran / -15 °C
4.2: tetrahydrofuran / -50 °C
5.1: sodium borohydride / methanol
6.1: phenyl chloroformate / toluene
With
sodium tetrahydroborate; n-butyllithium; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; phenyl chloroformate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile;
1.1: Suzuki coupling;
DOI:10.1021/ol0713988
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
2.1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
3.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
4.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
5.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
6.1: n-butyllithium / tetrahydrofuran / -15 °C
6.2: tetrahydrofuran / -50 °C
7.1: sodium borohydride / methanol
8.1: phenyl chloroformate / toluene
With
dmap; sodium tetrahydroborate; n-butyllithium; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; triethylamine; phenyl chloroformate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;
2.1: Grignard reaction / 3.1: Suzuki coupling;
DOI:10.1021/ol0713988
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
2.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
3.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
4.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
5.1: n-butyllithium / tetrahydrofuran / -15 °C
5.2: tetrahydrofuran / -50 °C
6.1: sodium borohydride / methanol
7.1: phenyl chloroformate / toluene
With
sodium tetrahydroborate; n-butyllithium; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; phenyl chloroformate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;
1.1: Grignard reaction / 2.1: Suzuki coupling;
DOI:10.1021/ol0713988