Technology Process of Benzenesulfonamide,
N-[(1R)-2-[2-[(2S,5S,6S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[[(1,1
-dimethylethyl)diphenylsilyl]oxy]-6-methyl-7-octenyl]-1,3-dithian-2-yl]-1-(2
-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl-
There total 14 articles about Benzenesulfonamide,
N-[(1R)-2-[2-[(2S,5S,6S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[[(1,1
-dimethylethyl)diphenylsilyl]oxy]-6-methyl-7-octenyl]-1,3-dithian-2-yl]-1-(2
-methyl-1,3-dioxolan-2-yl)ethyl]-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:
-
Multi-step reaction with 9 steps
1.1: HCl / ethanol / 2 h / 20 °C
2.1: hydrogen / Pd/C / ethanol / 20 °C
3.1: 6.16 g / imidazole; 4-(dimethylamino)pyridine / CH2Cl2
4.1: 98 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
5.1: BF3*OEt2 / tetrahydrofuran; hexane / 3.33 h
5.2: 1.6 g / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 1 h / Heating
6.1: imidazole; 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / 20 °C
7.1: CSA / CH2Cl2; methanol / 4 h / 20 °C
8.1: 99 percent / NaH; N-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 0 - 20 °C
9.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C
9.2: diethyl ether / 2 h / -78 - -20 °C
9.3: 60 mg / tetrahydrofuran; 1,2-dimethoxy-ethane / 2 h / -78 - 0 °C
With
1H-imidazole; hydrogenchloride; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1021/jo052314g
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen / Pd/C / ethanol / 20 °C
2.1: 6.16 g / imidazole; 4-(dimethylamino)pyridine / CH2Cl2
3.1: 98 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
4.1: BF3*OEt2 / tetrahydrofuran; hexane / 3.33 h
4.2: 1.6 g / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 1 h / Heating
5.1: imidazole; 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / 20 °C
6.1: CSA / CH2Cl2; methanol / 4 h / 20 °C
7.1: 99 percent / NaH; N-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 0 - 20 °C
8.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C
8.2: diethyl ether / 2 h / -78 - -20 °C
8.3: 60 mg / tetrahydrofuran; 1,2-dimethoxy-ethane / 2 h / -78 - 0 °C
With
1H-imidazole; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1021/jo052314g
- Guidance literature:
-
tert-butyl(1,3-dithian-2-yl)dimethylsilane;
With
tert.-butyl lithium;
In
diethyl ether;
at -78 - -45 ℃;
for 1h;
tert-butyl-[2-methyl-1-(2-oxiranyl-ethyl)-but-3-enyloxy]-diphenyl-silane;
In
diethyl ether;
at -78 - -20 ℃;
for 2h;
(R)-2-(2-Methyl-[1,3]dioxolan-2-yl)-1-(toluene-4-sulfonyl)-aziridine;
In
tetrahydrofuran; 1,2-dimethoxyethane;
at -78 - 0 ℃;
for 2h;
DOI:10.1021/jo052314g
