Technology Process of 1H-Indole-1,2-dicarboxylic acid,
4-bromo-5-[(3-chloro-2-propenyl)[(1,1-dimethylethoxy)carbonyl]amino]-
7-(phenylmethoxy)-, 1-(1,1-dimethylethyl) 2-methyl ester
There total 8 articles about 1H-Indole-1,2-dicarboxylic acid,
4-bromo-5-[(3-chloro-2-propenyl)[(1,1-dimethylethoxy)carbonyl]amino]-
7-(phenylmethoxy)-, 1-(1,1-dimethylethyl) 2-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:
-
methyl 7-(benzyloxy)-4-bromo-1-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]indole-2-carboxylate;
With
sodium hydride;
In
N,N-dimethyl-formamide; Petroleum ether;
at 20 ℃;
for 0.5h;
E/Z-1,3-Dichloropropene;
In
N,N-dimethyl-formamide; Petroleum ether;
at 20 ℃;
for 12h;
DOI:10.1002/ejoc.200390094
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 98 percent / DMAP / tetrahydrofuran / 1 h / 20 °C
2.1: 91 percent / quinoline; hydrogen / Lindlar catalyst / ethyl acetate / 16 h / 20 °C
3.1: 89 percent / tetrahydrofuran / 18 h / 20 °C
4.1: 89 percent / N-bromosuccinimide / tetrahydrofuran / 4 h / -78 °C
5.1: NaH / dimethylformamide; light petroleum / 0.5 h / 20 °C
5.2: 92 percent / dimethylformamide; light petroleum / 12 h / 20 °C
With
quinoline; dmap; N-Bromosuccinimide; hydrogen; sodium hydride;
Lindlar's catalyst;
In
tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; Petroleum ether;
DOI:10.1002/ejoc.200390094
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 88 percent / acetone / 8 h / 40 °C
2.1: 98 percent / DMAP / tetrahydrofuran / 1 h / 20 °C
3.1: 91 percent / quinoline; hydrogen / Lindlar catalyst / ethyl acetate / 16 h / 20 °C
4.1: 89 percent / tetrahydrofuran / 18 h / 20 °C
5.1: 89 percent / N-bromosuccinimide / tetrahydrofuran / 4 h / -78 °C
6.1: NaH / dimethylformamide; light petroleum / 0.5 h / 20 °C
6.2: 92 percent / dimethylformamide; light petroleum / 12 h / 20 °C
With
quinoline; dmap; N-Bromosuccinimide; hydrogen; sodium hydride;
Lindlar's catalyst;
In
tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; acetone; Petroleum ether;
DOI:10.1002/ejoc.200390094