Technology Process of 4,10,16-Trimethoxy-4,10,16-triphenyl-13-(tetrahydro-pyran-2-yloxy)-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7-diol
There total 12 articles about 4,10,16-Trimethoxy-4,10,16-triphenyl-13-(tetrahydro-pyran-2-yloxy)-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7-diol 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:
-
-
165055-43-6
4,10,16-Trimethoxy-4,10,16-triphenyl-13-(tetrahydro-pyran-2-yloxy)-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7-diol
- Guidance literature:
-
4-Methoxy-4-phenyl-hepta-2,5-diynedial; 2-[4-Methoxy-1-(3-methoxy-3-phenyl-penta-1,4-diynyl)-4-phenyl-hexa-2,5-diynyloxy]-tetrahydro-pyran;
With
ethylmagnesium bromide;
In
tetrahydrofuran;
at 0 ℃;
Schlenk technique;
Inert atmosphere;
With
cerium(III) chloride;
Schlenk technique;
Inert atmosphere;
DOI:10.1039/c7nj00028f
-
-
165055-43-6
4,10,16-Trimethoxy-4,10,16-triphenyl-13-(tetrahydro-pyran-2-yloxy)-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7-diol
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 55.5 g / tetrahydrofuran / Ambient temperature
2: 1.) BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, DMSO, rt, 15 h
3: 1.) EtMgBr / 1.) THF, 0 deg C, 30 min, 2.) THF, rt, 2 h
4: 97 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 1 h / Ambient temperature
5: 95 percent / TBAF / tetrahydrofuran; H2O / 2 h / Ambient temperature
6: 1.) EtMgBr, 2.) CeCl3 / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 1 h
With
n-butyllithium; cerium(III) chloride; ethylmagnesium bromide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(98)00011-8
-
-
165055-43-6
4,10,16-Trimethoxy-4,10,16-triphenyl-13-(tetrahydro-pyran-2-yloxy)-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7-diol
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 95 percent / PPTS / methanol / 2 h / 55 °C
2: 40 percent / Swern reagent / 0.5 h / -60 °C / other reagents, temperatures, reaction times
3: 1.) EtMgBr, 2.) CeCl3 / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 1 h
With
cerium(III) chloride; swern reagent; ethylmagnesium bromide; pyridinium p-toluenesulfonate;
In
methanol;
DOI:10.1016/S0040-4020(98)00011-8