Technology Process of (R)-2-(5-broMo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid
There total 23 articles about (R)-2-(5-broMo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid 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:
-
[5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid;
With
(S)-1-(1-Naphthyl)ethylamine;
In
ethanol;
at 20 - 80 ℃;
With
hydrogenchloride;
In
water;
- Guidance literature:
-
With
1,1'-bis[(S)-4,5-dihydro-3H-binaphtho[2,1-c:1',2'-e]phosphino]ferrocene; hydrogen; triethylamine;
Rh(cod)3(1+)*BF4(1-);
In
methanol;
at 50 ℃;
for 20h;
under 5430.05 Torr;
Title compound not separated from byproducts;
DOI:10.1021/ja0623358
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: p-TsOH*H2O / toluene / 20 h / Heating
2.1: 252 g / nBu4NCl / Pd(OAc)2 / dimethylformamide / 1 h / 80 °C
3.1: 92 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C
4.1: pyridinium tribromide; pyridine / 0.75 h / -30 - 20 °C
5.1: 117 g / AcOH; Zn / 1 h / 20 °C
6.1: HCl
7.1: NaH / dimethylformamide / 0.33 h / 0 °C
7.2: dimethylformamide / 0.42 h / -50 - 0 °C
8.1: 74.1 g / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C
9.1: 42 percent / (S)-(-)-1-(1-naphthyl)ethylamine salt / methanol
With
pyridine; hydrogenchloride; sodium hydroxide; (S)-(-)-1-(1-naphthyl)ethylamine salt; tetrabutyl-ammonium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; pyridinium hydrobromide perbromide; zinc;
palladium diacetate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0603668
