Technology Process of (R)-5-((4R,5S)-5-(benzyloxymethyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl)pentane-1,3-diol
There total 9 articles about (R)-5-((4R,5S)-5-(benzyloxymethyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl)pentane-1,3-diol 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:
-
((2R,3R)-3-(2-((4R,5S)-5-(benzyloxymethyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl)oxiran-2-yl)methanol;
With
sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; toluene;
at -40 ℃;
for 8h;
With
sodium periodate;
In
tetrahydrofuran; water;
at 20 ℃;
for 1h;
DOI:10.1021/ol401458d
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: ozone / dichloromethane / 0.67 h / -78 °C
1.2: 4 h / -78 - 20 °C
2.1: benzene / 8 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / 20 °C
4.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate / dichloromethane; toluene / 18 h / -20 °C / Molecular sieve; Inert atmosphere
5.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 8 h / -40 °C
5.2: 1 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; diisobutylaluminium hydride; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; dichloromethane; toluene; benzene;
4.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1021/ol401458d
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / 20 °C
2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate / dichloromethane; toluene / 18 h / -20 °C / Molecular sieve; Inert atmosphere
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 8 h / -40 °C
3.2: 1 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; diisobutylaluminium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; dichloromethane; toluene;
2.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1021/ol401458d
