Technology Process of 4-{(E)-2-[(2R,3R,4S,5S,6R)-6-(2,2-Dimethoxy-ethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole
There total 16 articles about 4-{(E)-2-[(2R,3R,4S,5S,6R)-6-(2,2-Dimethoxy-ethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole 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:
-
dimethyl ((2-methyloxazol-4-yl)methyl)phosphonate;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
(2R,3R,4R,5R,6R)-2-(2-dimethoxyethylacetal)-6-(1-oxoethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 5h;
Further stages.;
DOI:10.1039/b308305e
- Guidance literature:
-
Multi-step reaction with 8 steps
1: N-tosylimidazole; NaH / diethyl ether / -78 - 0 °C
2: LiAlH4 / diethyl ether
3: 2,6-lutidine / CH2Cl2 / -78 - 20 °C
4: OsO4; N-methylmorpholine N-oxide / acetone; H2O
5: NaIO4 on silica / CH2Cl2
6: camphorsulfonic acid / CH2Cl2
7: Dess-Martin periodinane; 2,6-lutidine / CH2Cl2
8: 89 percent Turnov. / lithium diisopropylamide / 0.5 h / -78 °C
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-tosylimidazole; lithium diisopropyl amide;
In
diethyl ether; dichloromethane; water; acetone;
7: Dess-Martin oxidation / 8: Wadsworth-Emmons olefination;
DOI:10.1002/anie.200390321
- Guidance literature:
-
Multi-step reaction with 7 steps
1: LiAlH4 / diethyl ether
2: 2,6-lutidine / CH2Cl2 / -78 - 20 °C
3: OsO4; N-methylmorpholine N-oxide / acetone; H2O
4: NaIO4 on silica / CH2Cl2
5: camphorsulfonic acid / CH2Cl2
6: Dess-Martin periodinane; 2,6-lutidine / CH2Cl2
7: 89 percent Turnov. / lithium diisopropylamide / 0.5 h / -78 °C
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; Dess-Martin periodane; 4-methylmorpholine N-oxide; lithium diisopropyl amide;
In
diethyl ether; dichloromethane; water; acetone;
6: Dess-Martin oxidation / 7: Wadsworth-Emmons olefination;
DOI:10.1002/anie.200390321
