Technology Process of (S,E)-2-(5-deuterio-5-hydroxypent-3-enyl)phenol
There total 9 articles about (S,E)-2-(5-deuterio-5-hydroxypent-3-enyl)phenol 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
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 18h;
Inert atmosphere;
DOI:10.1021/jo202553a
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium aluminium deuteride / diethyl ether / 1.25 h / 0 °C / Inert atmosphere
2.1: sodium tetrahydroborate; ethanol; hydrogen; nickel(II) acetate tetrahydrate; ethylenediamine; sodium hydroxide / water / 18 h / 20 °C
3.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 0.75 h / 0 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; trifluoroacetic acid / diethyl ether; dichloromethane / 18 h / -20 °C / Inert atmosphere; Molecular sieve
4.2: 1 h / 20 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; sodium tetrahydroborate; lithium aluminium deuteride; ethanol; sulfur trioxide pyridine complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; nickel(II) acetate tetrahydrate; ethylenediamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jo202553a
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; ethanol; hydrogen; nickel(II) acetate tetrahydrate; ethylenediamine; sodium hydroxide / water / 18 h / 20 °C
2.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 0.75 h / 0 °C / Inert atmosphere
3.1: titanium(IV) isopropylate; tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; trifluoroacetic acid / diethyl ether; dichloromethane / 18 h / -20 °C / Inert atmosphere; Molecular sieve
3.2: 1 h / 20 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; sodium tetrahydroborate; ethanol; sulfur trioxide pyridine complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; nickel(II) acetate tetrahydrate; ethylenediamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jo202553a
