Technology Process of (2R,3S,4S)-2-hydroxy-4-methyl-3-phenylsulfanylcarbonylhexanoic acid
There total 4 articles about (2R,3S,4S)-2-hydroxy-4-methyl-3-phenylsulfanylcarbonylhexanoic acid 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:
-
glyoxylic acid ethyl ester; trimethyl-[(3S)-methyl-1-phenylsulfanylpent-(1Z)-enyloxy]silane;
With
tin(II) trifluoromethanesulfonate;
In
dichloromethane;
at -78 - 20 ℃;
With
hydrogenchloride;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
With
hydrogenchloride;
In
1,4-dioxane;
at 60 ℃;
for 51h;
DOI:10.1021/ol049409+
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 97 percent / DCC; DMAP / CH2Cl2 / 1 h / Heating
2.1: 92 percent / n-BuLi; HTMP / tetrahydrofuran / -78 - 20 °C
3.1: Sn(OTf)2; BOX / CH2Cl2 / -78 - 20 °C
3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C
3.3: 0.46 g / aq. HCl / dioxane / 51 h / 60 °C
With
2,2,6,6-tetramethyl-piperidine; dmap; tin(II) trifluoromethanesulfonate; n-butyllithium; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ol049409+
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 84 percent / hydroxylamine-O-sulfonic acid; aq. NaOH / 27 h / 20 - 100 °C
2.1: 97 percent / DCC; DMAP / CH2Cl2 / 1 h / Heating
3.1: 92 percent / n-BuLi; HTMP / tetrahydrofuran / -78 - 20 °C
4.1: Sn(OTf)2; BOX / CH2Cl2 / -78 - 20 °C
4.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C
4.3: 0.46 g / aq. HCl / dioxane / 51 h / 60 °C
With
2,2,6,6-tetramethyl-piperidine; dmap; sodium hydroxide; tin(II) trifluoromethanesulfonate; n-butyllithium; dicyclohexyl-carbodiimide; hydroxylamine-O-sulfonic acid;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ol049409+
