Technology Process of <2S-(1E,2α,3β,5α)>-(2,3,5-trihydroxy-2-methylcyclohexylidene)acetic acid ethyl ester
There total 7 articles about <2S-(1E,2α,3β,5α)>-(2,3,5-trihydroxy-2-methylcyclohexylidene)acetic acid ethyl 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
H(+) cation-exchange resin; sodium ethanolate;
In
ethanol;
Yield given;
1.) 50 deg C, 2.) 25 deg C;
DOI:10.1021/ja00374a052
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 92 percent / Ac2O, pyridine / 15 h / Ambient temperature
2: 97 percent / aq.OsO4, KIO4 / tetrahydrofuran; H2O / 16 h / Ambient temperature
3: 85 percent / 90percent H2O2, trifluoroacetic anhydride, KH2PO4 / CH2Cl2 / 0 °C
4: cation exchange resin AG 50W-X4 / ethanol / 50 °C
5: NaOEt / ethanol / 2 h / Ambient temperature
With
pyridine; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; cation exchange resin AG 50W-X4; dihydrogen peroxide; sodium ethanolate; acetic anhydride; trifluoroacetic anhydride;
In
tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/jo00366a004
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaH / 1.) THF, RT, 1.5 h, 2.) THF, 20 h
2: 84 percent / NaOAc, AcOH / 16 h / 50 °C
3: 92 percent / Ac2O, pyridine / 15 h / Ambient temperature
4: 97 percent / aq.OsO4, KIO4 / tetrahydrofuran; H2O / 16 h / Ambient temperature
5: 85 percent / 90percent H2O2, trifluoroacetic anhydride, KH2PO4 / CH2Cl2 / 0 °C
6: cation exchange resin AG 50W-X4 / ethanol / 50 °C
7: NaOEt / ethanol / 2 h / Ambient temperature
With
pyridine; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; cation exchange resin AG 50W-X4; dihydrogen peroxide; sodium ethanolate; sodium acetate; acetic anhydride; sodium hydride; acetic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/jo00366a004