Technology Process of (1S-cis)-1,2,3,4-tetrahydro-1,2,3-trimethyl-6,8-bis(phenylmethoxy)isoquinoline
There total 12 articles about (1S-cis)-1,2,3,4-tetrahydro-1,2,3-trimethyl-6,8-bis(phenylmethoxy)isoquinoline 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:
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Multi-step reaction with 7 steps
1: 89 percent / H2 / Pd/C / methanol / 5 h / 20 °C / 760 Torr
2: 99 percent / BBr3 / CH2Cl2 / 24 h / -78 - 20 °C
3: Et3N / CH2Cl2 / 2 h
4: Et3N / CH2Cl2 / 2 h
5: 0.24 g / TBAF / tetrahydrofuran; CH2Cl2 / 0.5 h
6: 72 percent / K2CO3 / butan-2-one / 4 h / Heating
7: 94 percent / LiAlH4 / diethyl ether / 5 h / Heating
With
lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; boron tribromide; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; butanone;
1: Catalytic hydrogenation / 2: Demethylation / 3: Silylation / 4: Substitution / 5: Desilylation / 6: Substitution / 7: Reduction;
DOI:10.1021/jo9908187
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 100 percent / Mg, BrCH2CH2Br, CuBr*SMe2 / tetrahydrofuran / 0 °C
2: 79 percent / Na/NH3 / -78 °C
3: 99 percent / Et3N
4: 82 percent / POCl3 / acetonitrile / Heating
5: 93 percent / H2 / Pd/C
6: 99 percent / BBr3 / CH2Cl2 / -78 deg C to RT
7: Et3N / CH2Cl2
8: Et3N
9: TBAF / tetrahydrofuran
10: 72 percent / K2CO3
11: 94 percent / LiAlH4
With
lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; ammonia; hydrogen; sodium; boron tribromide; potassium carbonate; magnesium; ethylene dibromide; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/0040-4039(96)00524-2
