Technology Process of (S)-2-hydroxy-2-[(2S,5R)-5-((R)-1-hydroxytridecyl)tetrahydrofuran-2-yl]-ethyl 4-methylbenzenesulfonate
There total 8 articles about (S)-2-hydroxy-2-[(2S,5R)-5-((R)-1-hydroxytridecyl)tetrahydrofuran-2-yl]-ethyl 4-methylbenzenesulfonate 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:
-
(1S)-1-{(2S,5R)-5-[(1R)-1-hydroxytridecyl]tetrahydrofuran-2-yl}ethane-1,2-diol;
With
di(n-butyl)tin oxide;
In
benzene;
for 3h;
Reflux;
Inert atmosphere;
p-toluenesulfonyl chloride;
In
benzene;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
With
tetrabutylammomium bromide;
In
benzene;
at 20 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1021/jo9012578
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 88 percent / DIBAL-H / CH2Cl2; hexane / 3 h / -78 °C
2.1: DIBAL-H / CH2Cl2; hexane / 2 h / -60 °C
2.2: 96 percent / sodium hydride / CH2Cl2; hexane; tetrahydrofuran / 1.5 h / -40 - 20 °C
3.1: 98 percent / NaOH; NaHCO3 / methanol; H2O / 5 h / Heating
4.1: oxalyl chloride; DMF / CH2Cl2 / 2 h / cooling
5.1: 3.03 g / sodium hydride / CH2Cl2 / 1 h / 0 °C
6.1: acetic acid; KMnO4; adogen 464 / acetone / 1 h / -30 - -10 °C
7.1: 90 percent / NaBH4 / H2O; tetrahydrofuran / 2 h / -10 - 0 °C
8.1: Bu2SnO / benzene / 3 h / Heating
8.2: 98 percent / tetrabutylammonium bromide / benzene / 0.5 h / 20 °C
With
sodium hydroxide; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; adogen 464; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; acetic acid; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo049909g
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: DIBAL-H / CH2Cl2; hexane / 2 h / -60 °C
1.2: 96 percent / sodium hydride / CH2Cl2; hexane; tetrahydrofuran / 1.5 h / -40 - 20 °C
2.1: 98 percent / NaOH; NaHCO3 / methanol; H2O / 5 h / Heating
3.1: oxalyl chloride; DMF / CH2Cl2 / 2 h / cooling
4.1: 3.03 g / sodium hydride / CH2Cl2 / 1 h / 0 °C
5.1: acetic acid; KMnO4; adogen 464 / acetone / 1 h / -30 - -10 °C
6.1: 90 percent / NaBH4 / H2O; tetrahydrofuran / 2 h / -10 - 0 °C
7.1: Bu2SnO / benzene / 3 h / Heating
7.2: 98 percent / tetrabutylammonium bromide / benzene / 0.5 h / 20 °C
With
sodium hydroxide; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; adogen 464; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; acetic acid; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo049909g
