Technology Process of ((2R,3R)-3-((S)-2-(benzyloxy)pentyl)oxiran-2-yl)methanol
There total 5 articles about ((2R,3R)-3-((S)-2-(benzyloxy)pentyl)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:
-
With
titanium(IV) isopropylate; p-cumenyl hydroperoxide; D-(-)-diisopropyl tartrate;
In
dichloromethane;
at -20 ℃;
for 12h;
diastereoselective reaction;
Inert atmosphere;
Molecular sieve;
DOI:10.1016/j.tetasy.2013.05.004
- Guidance literature:
-
Multi-step reaction with 4 steps
1: water; osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / 1,4-dioxane; toluene / 4.5 h / 0 - 20 °C / Inert atmosphere
2: dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
3: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / 0 °C / Inert atmosphere
4: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate; p-cumenyl hydroperoxide / dichloromethane / 12 h / -20 °C / Inert atmosphere; Molecular sieve
With
2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; p-cumenyl hydroperoxide; water; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate;
In
1,4-dioxane; hexane; dichloromethane; toluene;
2: |Wittig Olefination / 4: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetasy.2013.05.004
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / mineral oil; tetrahydrofuran / 0 °C / Inert atmosphere
1.2: 4 h / 0 - 20 °C / Inert atmosphere
2.1: water; osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / 1,4-dioxane; toluene / 4.5 h / 0 - 20 °C / Inert atmosphere
3.1: dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
4.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / 0 °C / Inert atmosphere
5.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate; p-cumenyl hydroperoxide / dichloromethane / 12 h / -20 °C / Inert atmosphere; Molecular sieve
With
2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; p-cumenyl hydroperoxide; water; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene; mineral oil;
3.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetasy.2013.05.004
