Technology Process of methyl (S)-3-[(5,6,7-trimethoxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate
There total 12 articles about methyl (S)-3-[(5,6,7-trimethoxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate 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
sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 25 ℃;
for 12h;
DOI:10.1021/ja064228j
DOI:10.1021/ja072777z
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 78 percent / NaOMe / methanol; tetrahydrofuran / 17 h / -25 °C
2: 68 percent / xylene / 7 h / 140 °C
3: 98 percent / DMAP / tetrahydrofuran / 1 h / 25 °C
4: 98 percent / Zn; NH4Cl / acetone; H2O / 0.5 h / 25 °C
5: 227 mg / tetrahydrofuran / 10 h / 25 °C
6: 91 percent / N-iodosuccinimide; AcOH / toluene / 8 h / 25 °C
7: 86 percent / NaH / dimethylformamide / 2 h / 0 °C
8: Bu3SnH; AIBN / benzene / 1 h / 80 °C
9: HCl / ethyl acetate / 4 h / 25 °C
10: 26.3 mg / EDCI; NaHCO3 / dimethylformamide / 12 h / 25 °C
With
hydrogenchloride; dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; sodium hydride; sodium hydrogencarbonate; ammonium chloride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; xylene; benzene;
DOI:10.1021/ja064228j
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 68 percent / xylene / 7 h / 140 °C
2: 98 percent / DMAP / tetrahydrofuran / 1 h / 25 °C
3: 98 percent / Zn; NH4Cl / acetone; H2O / 0.5 h / 25 °C
4: 227 mg / tetrahydrofuran / 10 h / 25 °C
5: 91 percent / N-iodosuccinimide; AcOH / toluene / 8 h / 25 °C
6: 86 percent / NaH / dimethylformamide / 2 h / 0 °C
7: Bu3SnH; AIBN / benzene / 1 h / 80 °C
8: HCl / ethyl acetate / 4 h / 25 °C
9: 26.3 mg / EDCI; NaHCO3 / dimethylformamide / 12 h / 25 °C
With
hydrogenchloride; dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; sodium hydrogencarbonate; ammonium chloride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc;
In
tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; xylene; benzene;
DOI:10.1021/ja064228j
