Technology Process of ((2S,3S)-3-(2-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) oxiran-2-yl)methanol
There total 10 articles about ((2S,3S)-3-(2-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) 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; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate;
In
dichloromethane;
at -25 ℃;
for 12h;
Molecular sieve;
DOI:10.1016/j.tetlet.2014.02.096
- Guidance literature:
-
Multi-step reaction with 8 steps
1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
2: benzene / 6 h / 20 °C
3: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0 - 20 °C
4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
5: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
6: benzene / 6 h / 20 °C
7: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
8: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
With
titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; nickel(II) chloride hexahydrate; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; benzene;
1: |Swern Oxidation / 5: |Swern Oxidation / 8: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
- Guidance literature:
-
Multi-step reaction with 9 steps
1: sodium hydride / tetrahydrofuran / 0 - 20 °C
2: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
3: benzene / 6 h / 20 °C
4: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0 - 20 °C
5: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
6: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
7: benzene / 6 h / 20 °C
8: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
9: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
With
titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; nickel(II) chloride hexahydrate; diethyl (2R,3R)-tartrate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; benzene;
2: |Swern Oxidation / 6: |Swern Oxidation / 9: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
