Technology Process of (3R,4S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-3-methyl-tetrahydro-pyran-2-one
There total 8 articles about (3R,4S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-3-methyl-tetrahydro-pyran-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
toluene-4-sulfonic acid;
In
dichloromethane;
at 25 ℃;
DOI:10.1055/s-2003-40856
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 91 percent / D-(-)-diethyl tartrate; Ti(O-iPr)4; t-BuOOH / 4 Angstroem molecular sieves / CH2Cl2 / -23 °C
2: 90 percent / Red-Al / diethyl ether / -20 °C
3: 95 percent / PPTS / 25 °C
4: 92 percent / Li; liq. NH3 / tetrahydrofuran / 25 °C
5: 81 percent / Dess-Martin reagent / CH2Cl2 / 25 °C
6: 82 percent / n-Bu2BOTf; i-Pr2NEt / CH2Cl2 / -78 - -5 °C
7: 95 percent / Dowex / methanol; H2O / Heating
8: 91 percent / imidazole; 4-DMAP / CH2Cl2 / 25 °C
9: 25 percent / aq. LiOH; H2O2 / tetrahydrofuran
10: TsOH*H2O / CH2Cl2 / 25 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium hydroxide; dowex; diethyl (2S,3S)-tartrate; di-n-butylboryl trifluoromethanesulfonate; ammonia; dihydrogen peroxide; pyridinium p-toluenesulfonate; lithium; Dess-Martin periodane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
4 A molecular sieve;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
1: Katsuki-Sharpless asymmetric epoxidation / 5: Dess-Martin oxidation;
DOI:10.1055/s-2003-40856
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 90 percent / Red-Al / diethyl ether / -20 °C
2: 95 percent / PPTS / 25 °C
3: 92 percent / Li; liq. NH3 / tetrahydrofuran / 25 °C
4: 81 percent / Dess-Martin reagent / CH2Cl2 / 25 °C
5: 82 percent / n-Bu2BOTf; i-Pr2NEt / CH2Cl2 / -78 - -5 °C
6: 95 percent / Dowex / methanol; H2O / Heating
7: 91 percent / imidazole; 4-DMAP / CH2Cl2 / 25 °C
8: 25 percent / aq. LiOH; H2O2 / tetrahydrofuran
9: TsOH*H2O / CH2Cl2 / 25 °C
With
1H-imidazole; dmap; lithium hydroxide; dowex; di-n-butylboryl trifluoromethanesulfonate; ammonia; dihydrogen peroxide; pyridinium p-toluenesulfonate; lithium; Dess-Martin periodane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
4: Dess-Martin oxidation;
DOI:10.1055/s-2003-40856
