Technology Process of (2R,3R,4R,5S,8S)-8-(m-benzyloxymethylphenyl)-1,2-epoxy-8-methoxy-3,5-dimethyloctan-4-ol
There total 26 articles about (2R,3R,4R,5S,8S)-8-(m-benzyloxymethylphenyl)-1,2-epoxy-8-methoxy-3,5-dimethyloctan-4-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: CuI / tetrahydrofuran
2: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 12 h / Ambient temperature
3: 62 percent / lithium aluminum hydride / tetrahydrofuran / 14 h / Ambient temperature
4: 91 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
5: 86 percent / PPTS / methanol / 36 h / Ambient temperature
6: 97 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
7: 31 percent / aq. KOH; methanol / 24 h / Ambient temperature
With
dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate;
copper(l) iodide;
In
tetrahydrofuran; methanol; potassium hydroxide; dichloromethane;
DOI:10.1016/S0040-4020(01)81547-7
- Guidance literature:
-
Multi-step reaction with 7 steps
1: CuI / tetrahydrofuran
2: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 12 h / Ambient temperature
3: 62 percent / lithium aluminum hydride / tetrahydrofuran / 14 h / Ambient temperature
4: 91 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
5: 86 percent / PPTS / methanol / 36 h / Ambient temperature
6: 97 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
7: 31 percent / aq. KOH; methanol / 24 h / Ambient temperature
With
dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate;
copper(l) iodide;
In
tetrahydrofuran; methanol; potassium hydroxide; dichloromethane;
DOI:10.1016/S0040-4020(01)81547-7
- Guidance literature:
-
Multi-step reaction with 15 steps
2: 92 percent / diisobutyl aluminum hydride / CH2Cl2; hexane / 1 h / -78 °C
3: 90 percent / (-)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, MS 4 Angstroem / CH2Cl2; toluene / 11 h / -20 °C
4: 91 percent / Red-al / toluene; tetrahydrofuran / 10.2 h / 0 °C
5: 93 percent / triethylamine, 4-DMAP / CH2Cl2 / 4 h / Ambient temperature
6: sodium hydride / tetrahydrofuran; dimethylformamide / 5 h / Ambient temperature
7: sodium bromide / dimethylformamide / 48 h / Ambient temperature
8: Mg / tetrahydrofuran / 1 h / Irradiation
9: CuI / tetrahydrofuran
10: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 12 h / Ambient temperature
11: 62 percent / lithium aluminum hydride / tetrahydrofuran / 14 h / Ambient temperature
12: 91 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
13: 86 percent / PPTS / methanol / 36 h / Ambient temperature
14: 97 percent / 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
15: 31 percent / aq. KOH; methanol / 24 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; (-)-diisopropyl tartrate; MS 4 Angstroem; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; magnesium; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium bromide;
copper(l) iodide;
In
tetrahydrofuran; methanol; potassium hydroxide; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)81547-7
