Technology Process of (+)-(1S,4S)-8-methoxy-1-methyl-3-tosyl-2,3,4,5-tetrahydro-1H-1,4-methanobenzo[d]azepine
There total 5 articles about (+)-(1S,4S)-8-methoxy-1-methyl-3-tosyl-2,3,4,5-tetrahydro-1H-1,4-methanobenzo[d]azepine 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:
-
With
aluminum (III) chloride;
In
dichloromethane;
at 0 - 20 ℃;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1021/ol2009895
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 4 h / 20 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate / toluene / 14 h / 20 - 90 °C / Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere
4: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere
5: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere
With
aluminum (III) chloride; tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; triethylamine; trifluoroacetic acid; sodium t-butanolate;
In
tetrahydrofuran; dichloromethane; toluene;
5: Friedel Crafts alkylation;
DOI:10.1021/ol2009895
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate / toluene / 14 h / 20 - 90 °C / Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere
3: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere
4: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere
With
aluminum (III) chloride; tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; triethylamine; trifluoroacetic acid; sodium t-butanolate;
In
tetrahydrofuran; dichloromethane; toluene;
4: Friedel Crafts alkylation;
DOI:10.1021/ol2009895
