Technology Process of Benzenesulfonamide,
N-[(1R,5S,8S)-5,8-dihydroxy-1-propyldodecyl]-4-methyl-
There total 12 articles about Benzenesulfonamide,
N-[(1R,5S,8S)-5,8-dihydroxy-1-propyldodecyl]-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 8 steps
1.1: Zn(OTf)2; triethylamine; chiral 3-TBDMSO-2-(dimethylamino)-1-(4-nitrophenyl)propanol / toluene / 0.25 h / 20 °C
1.2: 83 percent / toluene / 12 h
2.1: 98 percent / 2,6-lutidine / CH2Cl2 / 1 h
3.1: 78 percent / m-CPBA / CH2Cl2 / 3.5 h / 20 °C
4.1: 92 percent / H2 / Pd/C / ethyl acetate / 2 h / 760 Torr
5.1: 49 percent / AcOH; H2O / chiral salen cobalt(II) complex / tetrahydrofuran / 0 - 20 °C
6.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C
6.2: diethyl ether / 5 h / -78 - -25 °C
6.3: 56 percent / hexamethylphosphoramide / diethyl ether / -78 - 0 °C
7.1: H2; Raney nickel / ethanol; H2O / 8 h / 20 °C / 760 Torr
8.1: 0.020 g / tetrabutylammonium fluoride / tetrahydrofuran / 36 h / 20 °C
With
2,6-dimethylpyridine; chiral 3-TBDMSO-2-(dimethylamino)-1-(4-nitrophenyl)propanol; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; zinc trifluoromethanesulfonate; nickel; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal; chiral salen cobalt(II);
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/jo052314g
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 98 percent / 2,6-lutidine / CH2Cl2 / 1 h
2.1: 78 percent / m-CPBA / CH2Cl2 / 3.5 h / 20 °C
3.1: 92 percent / H2 / Pd/C / ethyl acetate / 2 h / 760 Torr
4.1: 49 percent / AcOH; H2O / chiral salen cobalt(II) complex / tetrahydrofuran / 0 - 20 °C
5.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C
5.2: diethyl ether / 5 h / -78 - -25 °C
5.3: 56 percent / hexamethylphosphoramide / diethyl ether / -78 - 0 °C
6.1: H2; Raney nickel / ethanol; H2O / 8 h / 20 °C / 760 Torr
7.1: 0.020 g / tetrabutylammonium fluoride / tetrahydrofuran / 36 h / 20 °C
With
2,6-dimethylpyridine; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; nickel; acetic acid; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal; chiral salen cobalt(II);
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo052314g
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 49 percent / AcOH; H2O / chiral salen cobalt(II) complex / tetrahydrofuran / 0 - 20 °C
2.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C
2.2: diethyl ether / 5 h / -78 - -25 °C
2.3: 56 percent / hexamethylphosphoramide / diethyl ether / -78 - 0 °C
3.1: H2; Raney nickel / ethanol; H2O / 8 h / 20 °C / 760 Torr
4.1: 0.020 g / tetrabutylammonium fluoride / tetrahydrofuran / 36 h / 20 °C
With
tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; nickel; acetic acid;
chiral salen cobalt(II);
In
tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.1021/jo052314g