Technology Process of (2S,3S,4R,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-(2-propenyl)oxolane
There total 13 articles about (2S,3S,4R,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-(2-propenyl)oxolane 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
hydrogenchloride;
In
diethyl ether;
at 20 ℃;
for 2h;
DOI:10.1021/ja034332q
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 85 percent / aq. HCl / tetrahydrofuran
2: 90 percent / DIBAL / -78 °C
3: 80 percent / (+)-DIPT; Ti(O-i-Pr)4; TBHP / MS 4 Angstroem / CH2Cl2 / 6 h / -20 °C
4: TPAP; NMO; MS 4 Angstroem / CH2Cl2 / 0.5 h / 20 °C
5: 837 mg / tetrahydrofuran / 0.5 h / -20 °C
6: 99 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -20 °C
7: 93 percent / TiCl4 / CH2Cl2 / 0.33 h / -78 °C
8: 82 percent / HCl; ethylene glycol / diethyl ether; tetrahydrofuran
9: 82 percent / KH / tetrahydrofuran / 2 h / Heating
10: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
11: 84 percent / HCl / diethyl ether / 2 h / 20 °C
With
2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; L-(+)-diisopropyl tartrate; MS 4 Angstroem; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; diisobutylaluminium hydride; ethylene glycol;
MS 4 Angstroem;
In
tetrahydrofuran; diethyl ether; dichloromethane;
5: Sharpless asymmetric epoxidation / 9: Tsuchihashi-Suzuki rearrangement;
DOI:10.1021/ja034332q
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 80 percent / (+)-DIPT; Ti(O-i-Pr)4; TBHP / MS 4 Angstroem / CH2Cl2 / 6 h / -20 °C
2: TPAP; NMO; MS 4 Angstroem / CH2Cl2 / 0.5 h / 20 °C
3: 837 mg / tetrahydrofuran / 0.5 h / -20 °C
4: 99 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -20 °C
5: 93 percent / TiCl4 / CH2Cl2 / 0.33 h / -78 °C
6: 82 percent / HCl; ethylene glycol / diethyl ether; tetrahydrofuran
7: 82 percent / KH / tetrahydrofuran / 2 h / Heating
8: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
9: 84 percent / HCl / diethyl ether / 2 h / 20 °C
With
2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; L-(+)-diisopropyl tartrate; MS 4 Angstroem; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; ethylene glycol;
MS 4 Angstroem;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1: Sharpless asymmetric epoxidation / 5: Tsuchihashi-Suzuki rearrangement;
DOI:10.1021/ja034332q
