Technology Process of {(2S,3S)-3-[6-(benzyloxy)hexyl]oxiran-2-yl}methanol
There total 4 articles about {(2S,3S)-3-[6-(benzyloxy)hexyl]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; L-(+)-diisopropyl tartrate;
In
dichloromethane; toluene;
at -20 ℃;
for 18h;
optical yield given as %ee;
enantioselective reaction;
Molecular sieve;
DOI:10.1021/ol9002724
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 1.17 h / 0 °C / Inert atmosphere
2.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane; toluene / 0.5 h / -20 °C / Molecular sieve; Inert atmosphere
2.2: -20 - 0 °C / Molecular sieve; Inert atmosphere
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate;
In
diethyl ether; dichloromethane; toluene;
2.1: Sharpless epoxidation / 2.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001205
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 - 20 °C / Inert atmosphere
2.1: benzene / 4 h / 80 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 1.17 h / 0 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane; toluene / 0.5 h / -20 °C / Molecular sieve; Inert atmosphere
4.2: -20 - 0 °C / Molecular sieve; Inert atmosphere
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; dimethyl sulfoxide;
In
diethyl ether; dichloromethane; toluene; benzene;
1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig reaction / 4.1: Sharpless epoxidation / 4.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001205
