Technology Process of (1S,9R)-12-(5-Hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4,6-dimethoxy-5,13-dimethyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-3-ol
There total 12 articles about (1S,9R)-12-(5-Hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4,6-dimethoxy-5,13-dimethyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-3-ol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
2: n-butyllithium / -78 °C
3: tetrahydrofuran / -78 deg C -> room temperature
4: 3N HCl, water / tetrahydrofuran / Ambient temperature
5: 83 percent / 3N NaOH / methanol / Ambient temperature
6: 83 percent / DCC / CH2Cl2 / Ambient temperature
7: 98 percent / pyridine / 60 °C
8: 1.) ozone, 2.) dimethyl disulfide / 1.) 50percent methanol, CH2Cl2, -78 deg C
9: 1.) DBU, 2.) formic acid / 1.) CH2Cl", 0 deg C, 2.) 60 deg C, 20 min
10: hydrogen / Raney Ni-W2 / ethanol / 100 °C / 51714.8 Torr
11: hydrogen / Raney Ni-W2 / H2O; ethanol / 51714.8 Torr / Ambient temperature
12: AlH3 / tetrahydrofuran / Ambient temperature
With
pyridine; aluminium hydride; hydrogenchloride; sodium hydroxide; n-butyllithium; formic acid; Dimethyldisulphide; water; hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide;
Raney Ni-W2;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/ja00382a042
- Guidance literature:
-
Multi-step reaction with 11 steps
1: n-butyllithium / -78 °C
2: tetrahydrofuran / -78 deg C -> room temperature
3: 3N HCl, water / tetrahydrofuran / Ambient temperature
4: 83 percent / 3N NaOH / methanol / Ambient temperature
5: 83 percent / DCC / CH2Cl2 / Ambient temperature
6: 98 percent / pyridine / 60 °C
7: 1.) ozone, 2.) dimethyl disulfide / 1.) 50percent methanol, CH2Cl2, -78 deg C
8: 1.) DBU, 2.) formic acid / 1.) CH2Cl", 0 deg C, 2.) 60 deg C, 20 min
9: hydrogen / Raney Ni-W2 / ethanol / 100 °C / 51714.8 Torr
10: hydrogen / Raney Ni-W2 / H2O; ethanol / 51714.8 Torr / Ambient temperature
11: AlH3 / tetrahydrofuran / Ambient temperature
With
pyridine; aluminium hydride; hydrogenchloride; sodium hydroxide; n-butyllithium; formic acid; Dimethyldisulphide; water; hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide;
Raney Ni-W2;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/ja00382a042
- Guidance literature:
-
Multi-step reaction with 10 steps
1: tetrahydrofuran / -78 deg C -> room temperature
2: 3N HCl, water / tetrahydrofuran / Ambient temperature
3: 83 percent / 3N NaOH / methanol / Ambient temperature
4: 83 percent / DCC / CH2Cl2 / Ambient temperature
5: 98 percent / pyridine / 60 °C
6: 1.) ozone, 2.) dimethyl disulfide / 1.) 50percent methanol, CH2Cl2, -78 deg C
7: 1.) DBU, 2.) formic acid / 1.) CH2Cl", 0 deg C, 2.) 60 deg C, 20 min
8: hydrogen / Raney Ni-W2 / ethanol / 100 °C / 51714.8 Torr
9: hydrogen / Raney Ni-W2 / H2O; ethanol / 51714.8 Torr / Ambient temperature
10: AlH3 / tetrahydrofuran / Ambient temperature
With
pyridine; aluminium hydride; hydrogenchloride; sodium hydroxide; formic acid; Dimethyldisulphide; water; hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide;
Raney Ni-W2;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/ja00382a042
