Technology Process of Cyclohexanone,
3-(2,6-dimethoxy-4-pentylphenyl)-2-iodo-4-[1-methyl-1-[(triethylsilyl)oxy]
ethyl]-, (3R,4R)-
There total 7 articles about Cyclohexanone,
3-(2,6-dimethoxy-4-pentylphenyl)-2-iodo-4-[1-methyl-1-[(triethylsilyl)oxy]
ethyl]-, (3R,4R)- 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:
-
1,3-dimethoxy-5-pentylbenzene;
With
n-butyllithium;
In
diethyl ether; hexane;
In
diethyl ether; hexane;
(R)-2-iodo-4-[(1-methyl-1-triethylsilyloxy)ethyl]-2-cyclohexen-1-one;
With
boron trifluoride diethyl etherate;
In
diethyl ether; hexane;
at -78 ℃;
Further stages.;
DOI:10.1021/jo020457m
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / BF3*OEt2 / acetic anhydride / 3 h / 0 °C
2.1: 85 percent / allyl methyl carbonate; DPPE; Bu3SnOMe / Pd(OAc)2 / acetonitrile / 5 h / 80 °C
3.1: 94 percent / DIBAL / tetrahydrofuran; hexane / 1.5 h / -78 °C
4.1: 76 percent / PCC; Celite / CH2Cl2 / 2 h
5.1: 85 percent / imidazole / dimethylformamide
6.1: 73 percent / I2; pyridine / CCl4
7.1: n-BuLi / diethyl ether; hexane
7.2: CuCN / diethyl ether; hexane
7.3: 62 percent / BF3*Et2O / diethyl ether; hexane / -78 °C
With
pyridine; 1H-imidazole; n-butyllithium; allyl methyl carbonate; Celite; boron trifluoride diethyl etherate; iodine; tributyltin methoxide; diisobutylaluminium hydride; pyridinium chlorochromate; 1,2-bis-(diphenylphosphino)ethane;
palladium diacetate;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo020457m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 78 percent / O3 / methanol / 2.5 h / -78 °C
2.1: 72 percent / BF3*OEt2 / acetic anhydride / 3 h / 0 °C
3.1: 85 percent / allyl methyl carbonate; DPPE; Bu3SnOMe / Pd(OAc)2 / acetonitrile / 5 h / 80 °C
4.1: 94 percent / DIBAL / tetrahydrofuran; hexane / 1.5 h / -78 °C
5.1: 76 percent / PCC; Celite / CH2Cl2 / 2 h
6.1: 85 percent / imidazole / dimethylformamide
7.1: 73 percent / I2; pyridine / CCl4
8.1: n-BuLi / diethyl ether; hexane
8.2: CuCN / diethyl ether; hexane
8.3: 62 percent / BF3*Et2O / diethyl ether; hexane / -78 °C
With
pyridine; 1H-imidazole; n-butyllithium; allyl methyl carbonate; Celite; boron trifluoride diethyl etherate; iodine; tributyltin methoxide; diisobutylaluminium hydride; ozone; pyridinium chlorochromate; 1,2-bis-(diphenylphosphino)ethane;
palladium diacetate;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo020457m
