Technology Process of (R)-6-hydroxy-6-phenylhexa-2,4-diynyl acetate
There total 3 articles about (R)-6-hydroxy-6-phenylhexa-2,4-diynyl acetate 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:
-
penta-2,4-diynyl etanoate;
With
diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine;
In
diethyl ether;
at 20 ℃;
for 16h;
Inert atmosphere;
benzaldehyde;
With
titanium(IV) isopropylate;
In
diethyl ether;
for 3h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1021/ja204289q
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: dmap / dichloromethane
2.1: diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine / diethyl ether / 16 h / 20 °C / Inert atmosphere
2.2: 3 h / Inert atmosphere
With
dmap; diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine;
In
diethyl ether; dichloromethane;
DOI:10.1021/ja204289q
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C
2.1: dmap / dichloromethane
3.1: diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine / diethyl ether / 16 h / 20 °C / Inert atmosphere
3.2: 3 h / Inert atmosphere
With
dmap; tetrabutyl ammonium fluoride; diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja204289q
