Technology Process of (R)-2-(benzyloxy)-1-((2R,5R)-tetrahydro-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2-yl)ethanol
There total 9 articles about (R)-2-(benzyloxy)-1-((2R,5R)-tetrahydro-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2-yl)ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
((2S,3S)-3-(2-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) oxiran-2-yl)methanol;
With
camphor-10-sulfonic acid;
In
dichloromethane;
at 0 ℃;
for 0.0833333h;
2,2-dimethoxy-propane;
In
dichloromethane;
at 20 ℃;
for 2h;
DOI:10.1016/j.tetlet.2014.02.096
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0 - 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
4.1: benzene / 6 h / 20 °C
5.1: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
6.1: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
7.1: camphor-10-sulfonic acid / dichloromethane / 0.08 h / 0 °C
7.2: 2 h / 20 °C
With
titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; nickel(II) chloride hexahydrate; diethyl (2R,3R)-tartrate; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; benzene;
3.1: |Swern Oxidation / 6.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
2.1: benzene / 6 h / 20 °C
3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0 - 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
5.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
6.1: benzene / 6 h / 20 °C
7.1: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
8.1: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
9.1: camphor-10-sulfonic acid / dichloromethane / 0.08 h / 0 °C
9.2: 2 h / 20 °C
With
titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; nickel(II) chloride hexahydrate; diethyl (2R,3R)-tartrate; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; benzene;
1.1: |Swern Oxidation / 5.1: |Swern Oxidation / 8.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
