Technology Process of 4-Nonenoic acid,
7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-4,
6,8-trimethyl-, 4-methoxy-2,6-dimethylphenyl ester, (4Z,6S,7R,8S)-
There total 13 articles about 4-Nonenoic acid,
7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-4,
6,8-trimethyl-, 4-methoxy-2,6-dimethylphenyl ester, (4Z,6S,7R,8S)- 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:
-
4-methoxy-2,6-dimethylphenyl acetate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.25h;
tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane;
In
tetrahydrofuran;
at 0 ℃;
for 5h;
DOI:10.1021/jo048534w
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: dicyclohexylboron chloride; triethylamine / diethyl ether
1.2: LiBH4 / diethyl ether
2.1: TEMPO; bis-acetoxyiodobenzene / CH2Cl2 / 3 h / 20 °C
3.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.5 h / -78 °C
3.2: tetrahydrofuran; toluene / 0.67 h
4.1: 1.64 g / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C
5.1: 90 percent / DIBAL-H / CH2Cl2; hexane / 1 h / -78 °C
6.1: 100 percent / I2; PPh3; imidazole / CH2Cl2 / 0.75 h
7.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C
7.2: 72 percent / tetrahydrofuran / 5 h / 0 °C
With
1H-imidazole; 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 18-crown-6 ether; [bis(acetoxy)iodo]benzene; dicyclohexylboron chloride; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; triphenylphosphine; lithium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/jo048534w
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 296 mg / sodium periodate; sodium bicarbonate / methanol; H2O / 0.17 h / 20 °C / pH 7
2.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.5 h / -78 °C
2.2: tetrahydrofuran; toluene / 0.67 h
3.1: 1.64 g / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C
4.1: 90 percent / DIBAL-H / CH2Cl2; hexane / 1 h / -78 °C
5.1: 100 percent / I2; PPh3; imidazole / CH2Cl2 / 0.75 h
6.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C
6.2: 72 percent / tetrahydrofuran / 5 h / 0 °C
With
1H-imidazole; 2,6-dimethylpyridine; sodium periodate; 18-crown-6 ether; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; triphenylphosphine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
DOI:10.1021/jo048534w
