Technology Process of Cyclopent[b]indole-3-acetic acid,
5-acetyl-4-[(4-chlorophenyl)methyl]-7-fluoro-1,2,3,4-tetrahydro-, (3R)-
There total 16 articles about Cyclopent[b]indole-3-acetic acid,
5-acetyl-4-[(4-chlorophenyl)methyl]-7-fluoro-1,2,3,4-tetrahydro-, (3R)- 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 hydroxide;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 3h;
DOI:10.1021/jm0603668
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridinium tribromide; pyridine / 0.75 h / -30 - 20 °C
2.1: 117 g / AcOH; Zn / 1 h / 20 °C
3.1: HCl
4.1: NaH / dimethylformamide / 0.33 h / 0 °C
4.2: dimethylformamide / 0.42 h / -50 - 0 °C
5.1: 74.1 g / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C
6.1: 42 percent / (S)-(-)-1-(1-naphthyl)ethylamine salt / methanol
7.1: tetrahydrofuran; diethyl ether
8.1: Ph3As / Pd2(dba)3 / dimethylformamide / 3.5 h / 90 °C
8.2: 5.5 g / aq. HCl / dimethylformamide / 2 h / 50 °C
9.1: 90 percent / aq. NaOH / methanol; tetrahydrofuran / 3 h / 20 °C
With
pyridine; hydrogenchloride; sodium hydroxide; triphenyl-arsane; (S)-(-)-1-(1-naphthyl)ethylamine salt; sodium hydride; acetic acid; pyridinium hydrobromide perbromide; zinc;
tris(dibenzylideneacetone)dipalladium (0);
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
8.1: Stille cross-coupling;
DOI:10.1021/jm0603668
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: HCl
2.1: NaH / dimethylformamide / 0.33 h / 0 °C
2.2: dimethylformamide / 0.42 h / -50 - 0 °C
3.1: 74.1 g / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C
4.1: 42 percent / (S)-(-)-1-(1-naphthyl)ethylamine salt / methanol
5.1: tetrahydrofuran; diethyl ether
6.1: Ph3As / Pd2(dba)3 / dimethylformamide / 3.5 h / 90 °C
6.2: 5.5 g / aq. HCl / dimethylformamide / 2 h / 50 °C
7.1: 90 percent / aq. NaOH / methanol; tetrahydrofuran / 3 h / 20 °C
With
hydrogenchloride; sodium hydroxide; triphenyl-arsane; (S)-(-)-1-(1-naphthyl)ethylamine salt; sodium hydride;
tris(dibenzylideneacetone)dipalladium (0);
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
6.1: Stille cross-coupling;
DOI:10.1021/jm0603668