Technology Process of (2R,3R,4S,5R)-2-Methoxy-4-((S)-1-methyl-allyl)-5-phenethyl-tetrahydro-furan-3-ol
There total 11 articles about (2R,3R,4S,5R)-2-Methoxy-4-((S)-1-methyl-allyl)-5-phenethyl-tetrahydro-furan-3-ol 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:
-
Multi-step reaction with 7 steps
1: AcOH/water / 37 h / 22 °C
2: 1.) lead tetraacetate; 2.) K2CO3 / 1.) CH2Cl2, 22 deg C, 2 h; 2.) CH2Cl2, 1 h
3: tetrahydrofuran / 13 h / 22 °C
4: H2 / Pd/C / methanol / 1500.1 Torr
5: LDA / tetrahydrofuran / -78 °C
6: 81 percent / p-toluenesulfonic acid / methanol; H2O / 8 h
7: 1.) diisobutylaluminum hydride; 2.) sodium fluoride / 1.) toluene, -95 gradC, 20 min and then -65 gradC, 30 min; 2.) toluene-water, 0 gradC, 1 h; 3.) ether, 22 gradC, 12 h
With
lead(IV) acetate; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; sodium fluoride; acetic acid; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water;
DOI:10.1021/ja00222a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) lead tetraacetate; 2.) K2CO3 / 1.) CH2Cl2, 22 deg C, 2 h; 2.) CH2Cl2, 1 h
2: tetrahydrofuran / 13 h / 22 °C
3: H2 / Pd/C / methanol / 1500.1 Torr
4: LDA / tetrahydrofuran / -78 °C
5: 81 percent / p-toluenesulfonic acid / methanol; H2O / 8 h
6: 1.) diisobutylaluminum hydride; 2.) sodium fluoride / 1.) toluene, -95 gradC, 20 min and then -65 gradC, 30 min; 2.) toluene-water, 0 gradC, 1 h; 3.) ether, 22 gradC, 12 h
With
lead(IV) acetate; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; sodium fluoride; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water;
DOI:10.1021/ja00222a024
- Guidance literature:
-
Multi-step reaction with 5 steps
1: tetrahydrofuran / 13 h / 22 °C
2: H2 / Pd/C / methanol / 1500.1 Torr
3: LDA / tetrahydrofuran / -78 °C
4: 81 percent / p-toluenesulfonic acid / methanol; H2O / 8 h
5: 1.) diisobutylaluminum hydride; 2.) sodium fluoride / 1.) toluene, -95 gradC, 20 min and then -65 gradC, 30 min; 2.) toluene-water, 0 gradC, 1 h; 3.) ether, 22 gradC, 12 h
With
hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; sodium fluoride; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water;
DOI:10.1021/ja00222a024
