Technology Process of (+)-3,9-dimethoxypterocarpan
There total 2 articles about (+)-3,9-dimethoxypterocarpan which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / -78 - 0 °C
2.2: -78 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
4.1: lithium borohydride / tetrahydrofuran; water; diethyl ether / 1 h / 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C
7.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate
8.1: (R)-10-camphorsulfonic acid / dichloromethane / 0.5 h / 20 °C
9.1: potassium carbonate / acetone / 20 °C
With
1H-imidazole; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; palladium 10% on activated carbon; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
- Guidance literature:
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Multi-step reaction with 3 steps
1: 59 percent / Ti(IV)Cl4/Ti(OiPr)4 / CH2Cl2 / -78 - -25 °C
2: 87 percent / pyridine / CH2Cl2 / -70 - 20 °C
3: 92 percent / Et3NHO2CH, Pd(OAc)2, 1,1'-bis(diphenylphosphino)ferrocene / dimethylformamide / 74 °C
With
pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylammonium formate;
titanium(IV) isopropylate; titanium tetrachloride;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/C39890000454
- Guidance literature:
-
With
hydrogen;
palladium on activated charcoal;
In
ethanol;