Technology Process of (2S,3S)-2-[[[(3as)-6α-Ethyl-2,3,3aβ,6,7,7aβ-hexahydro-1-oxo-1H-indene-4-yl]carbonyl]amino]-3-methylvaleric acid
There total 18 articles about (2S,3S)-2-[[[(3as)-6α-Ethyl-2,3,3aβ,6,7,7aβ-hexahydro-1-oxo-1H-indene-4-yl]carbonyl]amino]-3-methylvaleric 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:
-
(+)-coronafacic acid;
With
1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; triethylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
methyl L-isoleucinate hydrochloride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2.5h;
Inert atmosphere;
With
lithium hydroxide;
In
tetrahydrofuran; methanol; water;
for 0.166667h;
DOI:10.1039/c5ra20676f
- Guidance literature:
-
(+)-coronafacic acid;
With
triethylamine; isobutyl chloroformate;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
L-isoleucine;
With
triethylamine;
In
tetrahydrofuran; water;
at 20 ℃;
for 48h;
DOI:10.1021/ol201576c
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: dmap; triethylamine
2.1: diisobutylaluminium hydride / dichloromethane / -78 °C
3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C
3.2: HMPA / 0.5 h / -78 °C
3.3: 1 h / -78 °C
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 13 h / 20 °C
5.1: pyridinium p-toluenesulfonate / ethanol / 3 h / 20 °C
6.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
8.1: hydrogenchloride; water / 5 h / 20 °C / Cooling with ice
9.1: Jones reagent / acetone / 0.25 h / 0 °C
10.1: potassium tert-butylate / tetrahydrofuran / 0.25 h / Cooling with ice
11.1: hydrogenchloride; water / 6 h / Reflux
12.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2 h / 20 °C
12.2: 48 h / 20 °C
With
hydrogenchloride; dmap; Jones reagent; n-butyllithium; palladium 10% on activated carbon; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; diisopropylamine; isobutyl chloroformate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/ol201576c
