Technology Process of 6-acetoxy-3,4,5-trihydroxy-cyclohex-1-enecarboxylic acid methyl ester
There total 13 articles about 6-acetoxy-3,4,5-trihydroxy-cyclohex-1-enecarboxylic acid methyl ester 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
trifluoroacetic acid;
In
methanol;
at 20 ℃;
for 0.5h;
DOI:10.1021/jo070715l
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 98 percent / OsO4; trimethylamine oxide / 2-methyl-propan-2-ol; pyridine; H2O / 3 h / Heating
2: 91 percent / pyridine; DMAP / ethyl acetate
3: 77 percent / TBAF / tetrahydrofuran / 20 °C
4: 100 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5: 76 percent / TFAA; pyridine / CH2Cl2 / 1 h / 20 °C
6: 95 percent / NaBH4 / tetrahydrofuran / 1 h / -78 °C
7: 89 percent / TFA / methanol / 0.5 h / 20 °C
With
pyridine; dmap; sodium tetrahydroborate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; Dess-Martin periodane; trifluoroacetic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo070715l
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 69 percent / imidazole; DMAP / CH2Cl2 / 20 °C
2: 98 percent / OsO4; trimethylamine oxide / 2-methyl-propan-2-ol; pyridine; H2O / 3 h / Heating
3: 91 percent / pyridine; DMAP / ethyl acetate
4: 77 percent / TBAF / tetrahydrofuran / 20 °C
5: 100 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
6: 76 percent / TFAA; pyridine / CH2Cl2 / 1 h / 20 °C
7: 95 percent / NaBH4 / tetrahydrofuran / 1 h / -78 °C
8: 89 percent / TFA / methanol / 0.5 h / 20 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; Dess-Martin periodane; trifluoroacetic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo070715l