Technology Process of ((3R)-3-((3S,4R)-4-((4-methoxybenzyl)oxy)-3-(methoxymethoxy)nonyl)oxiran-2-yl)methanol
There total 11 articles about ((3R)-3-((3S,4R)-4-((4-methoxybenzyl)oxy)-3-(methoxymethoxy)nonyl)oxiran-2-yl)methanol 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:
-
(6S,7R,E)-7-((4-methoxybenzyl)oxy)-6-(methoxymethoxy)dodec-2-en-1-ol;
With
titanium(IV) isopropylate; D-(-)-diisopropyl tartrate;
In
dichloromethane;
at -20 ℃;
for 0.5h;
Molecular sieve;
With
tert.-butylhydroperoxide;
In
dichloromethane; toluene;
at -20 ℃;
for 3h;
stereoselective reaction;
DOI:10.1039/c4ob00323c
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: palladium 10% on activated carbon; hydrogen / ethanol
2.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
3.1: toluene-4-sulfonic acid / methanol / 0 - 20 °C
4.1: potassium carbonate / methanol / 2 h / 0 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C
5.2: 0 - 20 °C
6.1: copper(I) bromide / tetrahydrofuran; diethyl ether / 0 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 0 - 20 °C
8.1: ozone / dichloromethane / -78 °C / Inert atmosphere
9.1: benzene / 2 h / 20 °C
10.1: diisobutylaluminium hydride / dichloromethane; toluene / 20 °C / Cooling
11.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
11.2: 3 h / -20 °C
With
titanium(IV) isopropylate; dmap; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene; mineral oil; benzene;
9.1: |Wittig Olefination / 11.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1039/c4ob00323c
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
2.1: toluene-4-sulfonic acid / methanol / 0 - 20 °C
3.1: potassium carbonate / methanol / 2 h / 0 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C
4.2: 0 - 20 °C
5.1: copper(I) bromide / tetrahydrofuran; diethyl ether / 0 °C
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 0 - 20 °C
7.1: ozone / dichloromethane / -78 °C / Inert atmosphere
8.1: benzene / 2 h / 20 °C
9.1: diisobutylaluminium hydride / dichloromethane; toluene / 20 °C / Cooling
10.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
10.2: 3 h / -20 °C
With
titanium(IV) isopropylate; dmap; sodium hydride; diisobutylaluminium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; mineral oil; benzene;
8.1: |Wittig Olefination / 10.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1039/c4ob00323c
