Technology Process of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid, L-arginine salt
There total 22 articles about (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid, L-arginine salt 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:
-
(R/S)-ethyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate;
With
lipase B, Candida antarctica;
In
aq. phosphate buffer; acetonitrile;
at 45 ℃;
pH=7 - 8;
Inert atmosphere;
Enzymatic reaction;
L-arginine;
In
water; isopropyl alcohol;
at 81 ℃;
for 1.25h;
Reagent/catalyst;
Solvent;
Temperature;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: N,N,N,N,-tetramethylethylenediamine; magnesium / iron(III) chloride / tetrahydrofuran / 20 - 30 °C / Inert atmosphere
2.1: thionyl chloride; sulfuric acid / -5 - 20 °C / Inert atmosphere
3.1: caesium carbonate / acetonitrile / 40 - 65 °C / Inert atmosphere
4.1: water / recombinant yeast Lipase B Candida antarctica immobilized on Immobead 150 / acetonitrile / 16 h / 40 °C / pH 7.8 / Inert atmosphere; Enzymatic reaction; Aqueous phosphate buffer
4.2: pH 3.96
5.1: isopropyl alcohol; water / 1 h / 60 °C / Inert atmosphere
With
thionyl chloride; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; water; caesium carbonate; magnesium;
iron(III) chloride;
In
tetrahydrofuran; water; isopropyl alcohol; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.67 h / -78 °C / Cooling with IPA-dry ice; Inert atmosphere
1.2: 1.5 h / -78 - 20 °C / Cooling with IPA-dry ice; Inert atmosphere
1.3: pH 4 - 5 / Cooling with ice
2.1: hydrogen / palladium 10% on activated carbon / ethanol
3.1: thionyl chloride; sulfuric acid / -5 - 20 °C / Inert atmosphere
4.1: caesium carbonate / acetonitrile / 40 - 65 °C / Inert atmosphere
5.1: water / recombinant yeast Lipase B Candida antarctica immobilized on Immobead 150 / acetonitrile / 16 h / 40 °C / pH 7.8 / Inert atmosphere; Enzymatic reaction; Aqueous phosphate buffer
5.2: pH 3.96
6.1: isopropyl alcohol; water / 1 h / 60 °C / Inert atmosphere
With
n-butyllithium; thionyl chloride; sulfuric acid; water; hydrogen; caesium carbonate;
palladium 10% on activated carbon;
In
tetrahydrofuran; hexanes; ethanol; water; isopropyl alcohol; acetonitrile;
