Technology Process of 2-Hydroxy-6-[3-((2S,6S)-6-vinyl-tetrahydro-pyran-2-yl)-propyl]-benzoic acid (1R,2S)-1-((S)-2-benzyloxy-3-{(2S,6R)-6-[1-methyl-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-tetrahydro-pyran-2-yl}-propyl)-2-methyl-but-3-enyl ester
There total 21 articles about 2-Hydroxy-6-[3-((2S,6S)-6-vinyl-tetrahydro-pyran-2-yl)-propyl]-benzoic acid (1R,2S)-1-((S)-2-benzyloxy-3-{(2S,6R)-6-[1-methyl-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-tetrahydro-pyran-2-yl}-propyl)-2-methyl-but-3-enyl ester 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 6 steps
1.1: 90 percent / pyridine / 12 h / 0 °C
2.1: K3PO4 / PdCl2(dppf) / tetrahydrofuran / 24 h / 60 °C
2.2: 70 percent / NaOH; H2O2 / tetrahydrofuran
3.1: 99 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C
4.1: 98 percent / triethylamine; sulfur trioxide; pyridine / dimethylsulfoxide; CH2Cl2 / 5 h / 0 - 20 °C
5.1: n-BuLi / tetrahydrofuran / 1 h / 0 - 20 °C
5.2: 61 percent / tetrahydrofuran / 6.5 h / -78 - 20 °C
6.1: 78 percent / NaHMDS / tetrahydrofuran / 0 - 20 °C
With
pyridine; potassium phosphate; n-butyllithium; sulfur trioxide; hydrogen; sodium hexamethyldisilazane; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
2.1: Suzuki reaction / 5.2: Wittig reaction;
DOI:10.1021/jo0507993
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / DMAP; SOCl2 / 1,2-dimethoxy-ethane / 2 h / Heating
2.1: 90 percent / pyridine / 12 h / 0 °C
3.1: K3PO4 / PdCl2(dppf) / tetrahydrofuran / 24 h / 60 °C
3.2: 70 percent / NaOH; H2O2 / tetrahydrofuran
4.1: 99 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C
5.1: 98 percent / triethylamine; sulfur trioxide; pyridine / dimethylsulfoxide; CH2Cl2 / 5 h / 0 - 20 °C
6.1: n-BuLi / tetrahydrofuran / 1 h / 0 - 20 °C
6.2: 61 percent / tetrahydrofuran / 6.5 h / -78 - 20 °C
7.1: 78 percent / NaHMDS / tetrahydrofuran / 0 - 20 °C
With
pyridine; dmap; potassium phosphate; n-butyllithium; thionyl chloride; sulfur trioxide; hydrogen; sodium hexamethyldisilazane; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
3.1: Suzuki reaction / 6.2: Wittig reaction;
DOI:10.1021/jo0507993
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: K3PO4 / PdCl2(dppf) / tetrahydrofuran / 24 h / 60 °C
1.2: 70 percent / NaOH; H2O2 / tetrahydrofuran
2.1: 99 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C
3.1: 98 percent / triethylamine; sulfur trioxide; pyridine / dimethylsulfoxide; CH2Cl2 / 5 h / 0 - 20 °C
4.1: n-BuLi / tetrahydrofuran / 1 h / 0 - 20 °C
4.2: 61 percent / tetrahydrofuran / 6.5 h / -78 - 20 °C
5.1: 78 percent / NaHMDS / tetrahydrofuran / 0 - 20 °C
With
pyridine; potassium phosphate; n-butyllithium; sulfur trioxide; hydrogen; sodium hexamethyldisilazane; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
1.1: Suzuki reaction / 4.2: Wittig reaction;
DOI:10.1021/jo0507993
![5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one](/Databaselist/images/loading.webp)
