Technology Process of 2,5-Cyclohexadien-1-one,
4-[2-[(1S,2S,4S,5S)-4-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-2-yl]eth
yl]-4-methyl-
There total 11 articles about 2,5-Cyclohexadien-1-one,
4-[2-[(1S,2S,4S,5S)-4-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-2-yl]eth
yl]-4-methyl- 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 50 ℃;
for 48h;
DOI:10.1021/ol026820t
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 93 percent / N-methylmorpholine N-oxide / RuCl2(PPh3)3 / acetone / 12 h
2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 92 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
3.1: 92 percent / N-methylmorpholine N-oxide; OsO4; pyridine / NaHCO3 / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 504000 h / 30 °C / pH 7
4.1: NaIO4 / tetrahydrofuran / 4 h / 20 °C / pH 7
5.1: 19 g / KOH / methanol / 5 h
6.1: LDA; PhSeBr / tetrahydrofuran / 1 h / -78 °C
6.2: m-CPBA / tetrahydrofuran / 1 h
7.1: 2.5 g / TBAF / tetrahydrofuran / 48 h / 50 °C
With
pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; Phenylselenyl bromide; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; lithium diisopropyl amide;
tris(triphenylphosphine)ruthenium(II) chloride; sodium hydrogencarbonate;
In
tetrahydrofuran; methanol; hexane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ol026820t
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: Mg; I2 / tetrahydrofuran / 0.5 h
1.2: 80 percent / CuI / tetrahydrofuran / -50 - 20 °C
2.1: LiAlH4 / diethyl ether / 0.25 h
3.1: 4.9 g / imidazole / dimethylformamide / 2.5 h
4.1: O3 / CH2Cl2 / 4 h / -78 °C
5.1: 30.5 g / diethyl ether; tetrahydrofuran / 2 h / 0 °C
6.1: 93 percent / N-methylmorpholine N-oxide / RuCl2(PPh3)3 / acetone / 12 h
7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.2: 92 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
8.1: 92 percent / N-methylmorpholine N-oxide; OsO4; pyridine / NaHCO3 / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 504000 h / 30 °C / pH 7
9.1: NaIO4 / tetrahydrofuran / 4 h / 20 °C / pH 7
10.1: 19 g / KOH / methanol / 5 h
11.1: LDA; PhSeBr / tetrahydrofuran / 1 h / -78 °C
11.2: m-CPBA / tetrahydrofuran / 1 h
12.1: 2.5 g / TBAF / tetrahydrofuran / 48 h / 50 °C
With
pyridine; 1H-imidazole; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; Phenylselenyl bromide; tetrabutyl ammonium fluoride; iodine; ozone; magnesium; 4-methylmorpholine N-oxide; lithium diisopropyl amide;
tris(triphenylphosphine)ruthenium(II) chloride; sodium hydrogencarbonate;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
5.1: Grignard reaction;
DOI:10.1021/ol026820t
![4-{2-[(1S,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl]-ethyl}-4-methyl-cyclohexa-2,5-dienone](/Databaselist/images/loading.webp)
