Technology Process of cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano<3,4-b>indole-1-acetic acid methyl ester
There total 19 articles about cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano<3,4-b>indole-1-acetic acid methyl ester 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 9 steps
1: 95 percent / NaOAc, NH2OH*HCl / ethanol; H2O / 1.) reflux, 5 h, 2.) room temperature, overnoght
2: 80 percent / HCl, H2 / 5percent Pd/C / ethanol / 4 h / 2068.6 Torr / Ambient temperature
3: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
4: 94 percent / 18 h / Ambient temperature
5: 98 percent / 5percent K2CO3 / methanol / 2 h / Heating
6: 64 percent / BF3*Et2O / CH2Cl2 / 16 h
7: 97 percent / 1N HCl / methanol / 24 h / 25 °C
8: 66 percent / H2O, paraformaldehyde / tetrahydrofuran / 2 h / Heating
9: TiCl4 / CH2Cl2; diethyl ether / 0.5 h / -78 °C
With
hydrogenchloride; lithium aluminium tetrahydride; formaldehyd; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; water; hydrogen; sodium acetate; titanium tetrachloride; potassium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jm00401a029
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 80 percent / HCl, H2 / 5percent Pd/C / ethanol / 4 h / 2068.6 Torr / Ambient temperature
2: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
3: 94 percent / 18 h / Ambient temperature
4: 98 percent / 5percent K2CO3 / methanol / 2 h / Heating
5: 64 percent / BF3*Et2O / CH2Cl2 / 16 h
6: 97 percent / 1N HCl / methanol / 24 h / 25 °C
7: 66 percent / H2O, paraformaldehyde / tetrahydrofuran / 2 h / Heating
8: TiCl4 / CH2Cl2; diethyl ether / 0.5 h / -78 °C
With
hydrogenchloride; lithium aluminium tetrahydride; formaldehyd; boron trifluoride diethyl etherate; water; hydrogen; titanium tetrachloride; potassium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jm00401a029
- Guidance literature:
-
With
boron trifluoride diethyl etherate;
In
toluene;
at -15 ℃;
Yield given. Yields of byproduct given;
DOI:10.1021/jm00401a029
