Technology Process of (S)-3-{(2R,3S)-3-[3-(2-Benzyloxy-ethyl)-2,5-dimethoxy-4-methyl-6-vinyl-phenyl]-3-hydroxy-2-methyl-propionyl}-4-isopropyl-oxazolidin-2-one
There total 12 articles about (S)-3-{(2R,3S)-3-[3-(2-Benzyloxy-ethyl)-2,5-dimethoxy-4-methyl-6-vinyl-phenyl]-3-hydroxy-2-methyl-propionyl}-4-isopropyl-oxazolidin-2-one 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
di-n-butylboryl trifluoromethanesulfonate;
DOI:10.1039/b205487f
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 79 percent / NaH / dimethylformamide / 2 h
2: 66 percent / decahydronaphthalene / 7 h / 200 °C
3: 83 percent / PhI(OAc)2 / 12 h
4: 70 percent / Zn; AcOH / 7 h
5: 92 percent / K2CO3 / dimethylformamide / 12 h
6: 97 percent / TsOH*H2O; 4 Angstroem molecular sieves / methanol / 12 h / Heating
7: 95 percent / OsO4; aq. NaIO4 / CCl4; 2-methyl-propan-2-ol / 1.5 h
8: 95 percent / NaBH4 / methanol / 1.5 h / 0 °C
9: 92 percent / NaH / tetrahydrofuran / 12 h
10: 95 percent / Amberlite IR-120 / acetone; H2O / 12 h
11: 66 percent / CuI / Pd(PPh3)4 / toluene / 40 h / Heating
12: 78 percent / Bu2BOSO2CF3
With
sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; Amberlite IR-120; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; zinc;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetone; toluene; decalin; tert-butyl alcohol;
2: Claisen rearrangement / 11: Stille coupling;
DOI:10.1039/b205487f
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 66 percent / decahydronaphthalene / 7 h / 200 °C
2: 83 percent / PhI(OAc)2 / 12 h
3: 70 percent / Zn; AcOH / 7 h
4: 92 percent / K2CO3 / dimethylformamide / 12 h
5: 97 percent / TsOH*H2O; 4 Angstroem molecular sieves / methanol / 12 h / Heating
6: 95 percent / OsO4; aq. NaIO4 / CCl4; 2-methyl-propan-2-ol / 1.5 h
7: 95 percent / NaBH4 / methanol / 1.5 h / 0 °C
8: 92 percent / NaH / tetrahydrofuran / 12 h
9: 95 percent / Amberlite IR-120 / acetone; H2O / 12 h
10: 66 percent / CuI / Pd(PPh3)4 / toluene / 40 h / Heating
11: 78 percent / Bu2BOSO2CF3
With
sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; Amberlite IR-120; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; zinc;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetone; toluene; decalin; tert-butyl alcohol;
1: Claisen rearrangement / 10: Stille coupling;
DOI:10.1039/b205487f
