Technology Process of Acetic acid (1S,2S,3R,4S,5R)-2,4-diacetoxy-3-benzyloxy-1-benzyloxymethyl-5-hydroxy-cyclohexyl ester
There total 5 articles about Acetic acid (1S,2S,3R,4S,5R)-2,4-diacetoxy-3-benzyloxy-1-benzyloxymethyl-5-hydroxy-cyclohexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 75 percent / Me3NO, OsO4 / 2-methyl-propan-2-ol; pyridine; H2O / 12 h / Heating
2: 90 percent / DMAP / triethylamine / 3 h / Heating
3: 90 percent / TFA, H2O / CH2Cl2 / 24 h / Ambient temperature
4: 1.) Et3N, SOCl2, 2.) NaIO4, RuCl3*H2O / 1.) CH2Cl2, 0 deg C, 15 min, 2.) CCl4, CH3CN, H2O, 0 deg C, 1 h
5: 2.) 10percent H2SO4 / 1.) DMF, room temperature, 6 h, 2.) THF, 2 h
With
dmap; ruthenium trichloride; sodium periodate; osmium(VIII) oxide; thionyl chloride; trimethylamine-N-oxide; sulfuric acid; water; triethylamine; trifluoroacetic acid;
In
pyridine; dichloromethane; water; triethylamine; tert-butyl alcohol;
DOI:10.1021/jo9607828
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 14 percent / Me3NO, pyridine, H2O, OsO4 / 2-methyl-propan-2-ol / 48 h / Heating
2: 1.) Et3N, SOCl2, 2.) NaIO4, RuCl3*H2O / 1.) CH2Cl2, 0 deg C, 15 min, 2.) CCl4, CH3CN, H2O, 0 deg C, 1 h
3: 2.) 10percent H2SO4 / 1.) DMF, room temperature, 6 h, 2.) THF, 2 h
With
pyridine; ruthenium trichloride; sodium periodate; osmium(VIII) oxide; thionyl chloride; trimethylamine-N-oxide; sulfuric acid; water; triethylamine;
In
tert-butyl alcohol;
DOI:10.1021/jo9607828
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 90 percent / DMAP / triethylamine / 3 h / Heating
2: 90 percent / TFA, H2O / CH2Cl2 / 24 h / Ambient temperature
3: 1.) Et3N, SOCl2, 2.) NaIO4, RuCl3*H2O / 1.) CH2Cl2, 0 deg C, 15 min, 2.) CCl4, CH3CN, H2O, 0 deg C, 1 h
4: 2.) 10percent H2SO4 / 1.) DMF, room temperature, 6 h, 2.) THF, 2 h
With
dmap; ruthenium trichloride; sodium periodate; thionyl chloride; sulfuric acid; water; triethylamine; trifluoroacetic acid;
In
dichloromethane; triethylamine;
DOI:10.1021/jo9607828
