Technology Process of (3aR,9bS,αR)-N(1)-(α-methyl-4'-methoxybenzyl)-4-hydroxy-N(5)-(tert-butoxycarbonyl)-8-bromo-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-2-one
There total 9 articles about (3aR,9bS,αR)-N(1)-(α-methyl-4'-methoxybenzyl)-4-hydroxy-N(5)-(tert-butoxycarbonyl)-8-bromo-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-2-one 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
lithium tri-t-butoxyaluminum hydride;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
chemoselective reaction;
DOI:10.1021/ol4007508
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: palladium diacetate; tri-o-tolylphosphine; triethylamine / acetonitrile / 16 h / 70 °C
2.1: potassium phosphate / acetone / 48 h / Reflux
3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C
3.2: 2 h / -78 °C
4.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C
4.2: 17 h / -78 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane / 32 h / 35 °C
6.1: benzoic acid / toluene / 16 h / Reflux
7.1: triethylamine; dmap / dichloromethane / 16 h / 35 °C
8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 1 h / 0 °C
With
dmap; potassium phosphate; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1,3-dimethylbarbituric acid; tri-o-tolylphosphine; palladium diacetate; lithium tri-t-butoxyaluminum hydride; triethylamine; benzoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; acetone; toluene; acetonitrile;
1.1: |Heck Reaction;
DOI:10.1021/ol4007508
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium phosphate / acetone / 48 h / Reflux
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C
2.2: 2 h / -78 °C
3.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C
3.2: 17 h / -78 - 20 °C
4.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane / 32 h / 35 °C
5.1: benzoic acid / toluene / 16 h / Reflux
6.1: triethylamine; dmap / dichloromethane / 16 h / 35 °C
7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 1 h / 0 °C
With
dmap; potassium phosphate; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1,3-dimethylbarbituric acid; lithium tri-t-butoxyaluminum hydride; triethylamine; benzoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/ol4007508
![(3aR,9bS,αR)-N(1)-(4'-methoxy-α-methylbenzyl)-5-(tert-butoxycarbonyl)-8-bromo-2,3,3a,4,5,9bhexahydro-1H-pyrrolo[3,2-c]quinolin-2,4-dione](/Databaselist/images/loading.webp)
