Technology Process of [(S)-2-Methoxy-2-methyl-pent-(E)-ylidene]-(4-methoxy-phenyl)-amine
There total 9 articles about [(S)-2-Methoxy-2-methyl-pent-(E)-ylidene]-(4-methoxy-phenyl)-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH2Cl2; decane / 4 h / -20 °C
2: 7.35 g / trimethylphosphite; triethylamine / CH2Cl2; decane / 1.5 h
3: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C
4: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C
5: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C
6: hydrogen / 20percent Pd(OH)2 on carbon / CH2Cl2 / 3.5 h
7: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH2Cl2 / 1.5 h / 20 °C
8: Yb(OTf)3; MgSO4 / CH2Cl2 / 0.5 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; hydrogen; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; pyridinium chlorochromate; ytterbium(III) triflate; phosphorous acid trimethyl ester;
4 A molecular sieve;
In
tetrahydrofuran; decane; dichloromethane;
DOI:10.1021/jo0162890
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 80 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 - 20 °C
2: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH2Cl2; decane / 4 h / -20 °C
3: 7.35 g / trimethylphosphite; triethylamine / CH2Cl2; decane / 1.5 h
4: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C
5: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C
6: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C
7: hydrogen / 20percent Pd(OH)2 on carbon / CH2Cl2 / 3.5 h
8: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH2Cl2 / 1.5 h / 20 °C
9: Yb(OTf)3; MgSO4 / CH2Cl2 / 0.5 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; hydrogen; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; pyridinium chlorochromate; ytterbium(III) triflate; phosphorous acid trimethyl ester;
4 A molecular sieve;
In
tetrahydrofuran; diethyl ether; decane; dichloromethane;
DOI:10.1021/jo0162890
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 7.35 g / trimethylphosphite; triethylamine / CH2Cl2; decane / 1.5 h
2: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C
3: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C
4: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C
5: hydrogen / 20percent Pd(OH)2 on carbon / CH2Cl2 / 3.5 h
6: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH2Cl2 / 1.5 h / 20 °C
7: Yb(OTf)3; MgSO4 / CH2Cl2 / 0.5 h / 20 °C
With
lithium aluminium tetrahydride; 4 A molecular sieve; Celite; hydrogen; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; pyridinium chlorochromate; ytterbium(III) triflate; phosphorous acid trimethyl ester;
20percent Pd(OH)2 on carbon;
In
tetrahydrofuran; decane; dichloromethane;
DOI:10.1021/jo0162890