Technology Process of allyl-benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine
There total 6 articles about allyl-benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
N,N-dimethyl-formamide;
at 60 ℃;
for 48h;
DOI:10.1021/ol0349007
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 98 percent / triphenylphosphine; carbon tetrabromide / acetonitrile / 1 h / 0 °C
2.1: 97 percent / sodium hydroxide; chiral quinuclidinium-based phase transfer reagent / CHCl3; toluene; H2O / 72 h / 0 °C
3.1: 81 percent / LiAlH4 / tetrahydrofuran / 1.33 h / 0 - 20 °C
4.1: dimethyl sulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / -78 - 20 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling
5.2: 212.3 mg / tetrahydrofuran; hexane / 0.5 h / cooling
6.1: 86 percent / potassium carbonate / dimethylformamide / 48 h / 60 °C
With
sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; carbon tetrabromide; chiral quinuclidinium-based phase transfer reagent; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;
4.1: Swern oxidation / 5.2: Wittig reaction;
DOI:10.1021/ol0349007
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 97 percent / sodium hydroxide; chiral quinuclidinium-based phase transfer reagent / CHCl3; toluene; H2O / 72 h / 0 °C
2.1: 81 percent / LiAlH4 / tetrahydrofuran / 1.33 h / 0 - 20 °C
3.1: dimethyl sulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / -78 - 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling
4.2: 212.3 mg / tetrahydrofuran; hexane / 0.5 h / cooling
5.1: 86 percent / potassium carbonate / dimethylformamide / 48 h / 60 °C
With
sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; chiral quinuclidinium-based phase transfer reagent; potassium carbonate; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;
3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1021/ol0349007
