Technology Process of 5,11,13-tris-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,8,10,12-pentamethyl-tridecan-1-ol
There total 24 articles about 5,11,13-tris-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,8,10,12-pentamethyl-tridecan-1-ol 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:
-
With
diisobutylaluminium hydride;
In
dichloromethane;
at -78 - -45 ℃;
DOI:10.1021/ol062737k
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 93 percent / LiCl; n-BuLi; diisopropylamine / tetrahydrofuran / 32 h / 0 - 20 °C
2: 91 percent / n-BuLi; diisopropylamine; BH3*NH3 / tetrahydrofuran; hexane / 0 - 20 °C
3: 100 percent / PPh3; DEAD / tetrahydrofuran / 0 - 20 °C
4: 93 percent / NaHCO3; m-CPBA / CH2Cl2 / 16 h / 20 °C
5: 80 percent / NaHMDS / dimethylformamide; toluene / -60 - 20 °C
6: 98 percent / H2 / Pd/C / cyclohexane / 24 h / 25857.4 Torr
7: 99 percent / MgSO4; PPTS / toluene / 72 h / 80 °C
8: DIBAL-H / CH2Cl2 / -78 - -45 °C
With
n-butyllithium; borane-ammonia complex; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium sulfate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium chloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene;
3: Mitsunobu reaction;
DOI:10.1021/ol062737k
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NaBH4
2: 95 percent / MgSO4; PPTS / toluene / 72 h / 80 °C
3: 90 percent / DIBAL-H / CH2Cl2 / -78 - 0 °C
4: 98 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 0 - 20 °C
5: 64 percent / p-TSA / methanol / 7 h / 0 - 20 °C
6: 96 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 1 h / 20 °C
7: 80 percent / NaHMDS / dimethylformamide; toluene / -60 - 20 °C
8: 98 percent / H2 / Pd/C / cyclohexane / 24 h / 25857.4 Torr
9: 99 percent / MgSO4; PPTS / toluene / 72 h / 80 °C
10: DIBAL-H / CH2Cl2 / -78 - -45 °C
With
sodium tetrahydroborate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium sulfate; Dess-Martin periodane; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene;
6: Dess-Martin oxidation;
DOI:10.1021/ol062737k
![2-(4-methoxy-phenyl)-5-methyl-4-[2,8,10-tris-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1,5,7,9-tetramethyl-decyl]-[1,3]dioxane](/Databaselist/images/loading.webp)
