Technology Process of (1R)-1-(3,4-DiMethoxyphenyl)-4-hydroxy-2-cyclohexene-1-ethanol 1-(4-Methylbenzenesulfonate)
There total 7 articles about (1R)-1-(3,4-DiMethoxyphenyl)-4-hydroxy-2-cyclohexene-1-ethanol 1-(4-Methylbenzenesulfonate) 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
triethylamine;
In
dichloromethane;
at 20 ℃;
for 16h;
DOI:10.1021/jo0511039
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: magnesium / tetrahydrofuran
1.2: tetrahydrofuran / 0 - 20 °C
2.1: 8.86 g / p-toluenesulfonic acid / ethane-1,2-diol; benzene / Heating
3.1: Shi's chiral ketone; oxone; tetrabutylammonium hydrogen sulfate / ethylenediaminetetraacetic acid disodium salt; potassium hydroxide / CH2Cl2; acetonitrile; H2O / 4 h / 0 °C
3.2: 73 percent / tetrahydrofuran / 0 - 20 °C
4.1: 92 percent / hydrochloric acid / tetrahydrofuran; H2O
5.1: ozone; Sudan III / methanol / -78 °C
5.2: 73 percent / sodium borohydride; cerium(III) chloride heptahydrate / methanol / 0 °C
6.1: 90 percent / triethylamine / CH2Cl2 / 16 h / 20 °C
With
hydrogenchloride; Oxone; Shi's ketone; oil scarlet; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine;
potassium hydroxide; disodium ethylenediaminetetraacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; ethylene glycol; acetonitrile; benzene;
1.2: Grignard reaction / 3.1: Shi epoxidation / 3.2: Grignard reaction;
DOI:10.1021/jo0511039
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: magnesium / tetrahydrofuran
1.2: tetrahydrofuran / 0 - 20 °C
2.1: 8.86 g / p-toluenesulfonic acid / ethane-1,2-diol; benzene / Heating
3.1: Shi's chiral ketone; oxone; tetrabutylammonium hydrogen sulfate / ethylenediaminetetraacetic acid disodium salt; potassium hydroxide / CH2Cl2; acetonitrile; H2O / 4 h / 0 °C
3.2: 73 percent / tetrahydrofuran / 0 - 20 °C
4.1: 92 percent / hydrochloric acid / tetrahydrofuran; H2O
5.1: ozone; Sudan III / methanol / -78 °C
5.2: 73 percent / sodium borohydride; cerium(III) chloride heptahydrate / methanol / 0 °C
6.1: 90 percent / triethylamine / CH2Cl2 / 16 h / 20 °C
With
hydrogenchloride; Oxone; Shi's ketone; oil scarlet; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine;
potassium hydroxide; disodium ethylenediaminetetraacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; ethylene glycol; acetonitrile; benzene;
1.2: Grignard reaction / 3.1: Shi epoxidation / 3.2: Grignard reaction;
DOI:10.1021/jo0511039