Technology Process of (1R,2S,3R,4S,5S)-2-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)cyclohexane-1,3,4,5-tetrol
There total 6 articles about (1R,2S,3R,4S,5S)-2-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)cyclohexane-1,3,4,5-tetrol 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:
-
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: 1.) LiN3, 2.) 20percent H2SO4 / 1.) THF, room temperature, 6 h, 2.) THF, room temperature, 1 h
With
dmap; ruthenium trichloride; sodium periodate; osmium(VIII) oxide; thionyl chloride; lithium azide; 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 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: 1.) LiN3, 2.) 20percent H2SO4 / 1.) THF, room temperature, 6 h, 2.) THF, room temperature, 1 h
With
dmap; ruthenium trichloride; sodium periodate; thionyl chloride; lithium azide; sulfuric acid; water; triethylamine; trifluoroacetic acid;
In
dichloromethane; triethylamine;
DOI:10.1021/jo9607828
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171252-87-2
(1R,2S,3S,4S,5S)-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-1,2-O-cyclohexylidenecyclohexane-1,2,3,4,5-pentol
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 90 percent / TFA, H2O / CH2Cl2 / 24 h / Ambient temperature
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: 1.) LiN3, 2.) 20percent H2SO4 / 1.) THF, room temperature, 6 h, 2.) THF, room temperature, 1 h
With
ruthenium trichloride; sodium periodate; thionyl chloride; lithium azide; sulfuric acid; water; triethylamine; trifluoroacetic acid;
In
dichloromethane;
DOI:10.1021/jo9607828
