Technology Process of N-benzyl-7α-vinyl-8α-(formylmethyl)-endo-ethylenetetrahydronorthebaine
There total 11 articles about N-benzyl-7α-vinyl-8α-(formylmethyl)-endo-ethylenetetrahydronorthebaine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
toluene; benzene;
for 20h;
Ambient temperature;
DOI:10.1021/jm00394a016
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 84 percent / Et3N / CH2Cl2 / Ambient temperature
2: 99 percent / benzene / 7 h / Heating
3: 64 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating
4: 1.) KH, 2.) n-BuLi
5: 99 percent / oxalyl chloride, DMSO / CH2Cl2 / 1 h / -78 - -40 °C
6: 99 percent / tetrahydrofuran / 48 h / Ambient temperature
7: potassium hydride / tetrahydrofuran / 22 h / Ambient temperature
8: 85 percent / 6 N aq. HCl / methanol / Ambient temperature
9: Et3N / CH2Cl2 / 0.17 h / 0 °C
10: dimethylsulfoxide / 46 h / 70 °C
11: 88 percent / DIBAL / benzene; toluene / 20 h / Ambient temperature
With
hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; potassium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; benzene;
DOI:10.1021/jm00394a016
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 84 percent / Et3N / CH2Cl2 / Ambient temperature
2: 99 percent / benzene / 7 h / Heating
3: 64 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating
4: 1.) KH, 2.) n-BuLi
5: 99 percent / oxalyl chloride, DMSO / CH2Cl2 / 1 h / -78 - -40 °C
6: 99 percent / tetrahydrofuran / 48 h / Ambient temperature
7: potassium hydride / tetrahydrofuran / 22 h / Ambient temperature
8: 85 percent / 6 N aq. HCl / methanol / Ambient temperature
9: Et3N / CH2Cl2 / 0.17 h / 0 °C
10: dimethylsulfoxide / 46 h / 70 °C
11: 88 percent / DIBAL / benzene; toluene / 20 h / Ambient temperature
With
hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; potassium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; benzene;
DOI:10.1021/jm00394a016