Technology Process of 3β-cholestanyl 4,6-di-O-benzyl-2,3-O-carbonyl-β-D-glucopyranoside
There total 5 articles about 3β-cholestanyl 4,6-di-O-benzyl-2,3-O-carbonyl-β-D-glucopyranoside 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:
-
phenyl 4,6-di-O-benzyl-2,3-O-carbonyl-1-thio-β-D-glucopyranoside;
With
1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine;
In
dichloromethane;
at -60 ℃;
for 0.5h;
Cholestanol;
In
dichloromethane;
at -60 - 20 ℃;
DOI:10.1021/jo0508999
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / dimethylformamide / 0.17 h / cooling
1.2: 98 percent / dimethylformamide / 6 h / 20 °C
2.1: 93 percent / aq. TFA / CH2Cl2 / 2 h / 20 °C
3.1: 97 percent / Et3N / CH2Cl2; toluene / 2 h / 20 °C
4.1: 1-benzenesulfinyl piperidine; Tf2O; 2,4,6-tri-tert-butylpyrimidine / CH2Cl2 / 0.5 h / -60 °C
4.2: 70 percent / CH2Cl2 / -60 - 20 °C
With
1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; sodium hydride; triethylamine; trifluoroacetic acid; 2,4,6-tri-tert-butylpyrimidine;
In
dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0508999
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 97 percent / Et3N / CH2Cl2; toluene / 2 h / 20 °C
2.1: 1-benzenesulfinyl piperidine; Tf2O; 2,4,6-tri-tert-butylpyrimidine / CH2Cl2 / 0.5 h / -60 °C
2.2: 70 percent / CH2Cl2 / -60 - 20 °C
With
1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; triethylamine; 2,4,6-tri-tert-butylpyrimidine;
In
dichloromethane; toluene;
DOI:10.1021/jo0508999
