Technology Process of (4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane
There total 22 articles about (4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane 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:
-
![(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane](/Databaselist/images/loading.webp)
-
565229-49-4
(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane
- Guidance literature:
-
(4S,5R)-{3-[2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl]propyl}triphenyl-15-phosphane iodide;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at 20 ℃;
for 0.333333h;
(2R,3S,4S,5Z)-3-(4-methoxybenzyloxy)-8-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,4-dimethyloct-5-enal;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 4.33333h;
DOI:10.1021/jm0204136
-
-
565229-49-4
(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 64 percent / pyridinium p-toluenesulfonate / benzene / 3 h / Heating
2.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
3.1: I2; imidazole; triphenylphosphine / CH2Cl2 / 1 h / 0 °C
4.1: 4.5 g / benzene / 36 h / Heating
5.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C
5.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C
6.1: diisobutylaluminum hydride / hexane; CH2Cl2 / 2 h / 0 °C
7.1: 270 mg / pyridinium sulfur trioxide; N,N-diisopropylethylamine / dimethylsulfoxide; CH2Cl2 / 1 h / 20 °C
8.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C
8.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C
With
1H-imidazole; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; benzene;
5.2: Wittig olefination / 8.2: Wittig olefination;
DOI:10.1021/jm0204136
-
-
565229-49-4
(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 95 percent / lithium borohydride / methanol; tetrahydrofuran / 2.33 h / 0 - 20 °C
2.1: 72 percent / pyridinium p-toluenesulfonate / benzene / 15 h / Heating
3.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
4.1: I2; imidazole; triphenylphosphine / CH2Cl2 / 1 h / 0 °C
5.1: 4.5 g / benzene / 36 h / Heating
6.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C
6.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C
With
1H-imidazole; lithium borohydride; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
6.2: Wittig olefination;
DOI:10.1021/jm0204136
