Technology Process of (2S,3S,4S,5S,6S)-5-Azido-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3,4-diol
There total 6 articles about (2S,3S,4S,5S,6S)-5-Azido-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3,4-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 3.12 g / CuSO4; Zn; aq. NaOAc / CH2Cl2 / 3 h / -10 °C
2: 61 percent / NaN3; bisacetoxyiodobenzene / CH2Cl2 / 18 h
3: 91 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf2O / 3 Angstroem molecular sieves / CH2Cl2 / -60 - 20 °C
4: t-BuOK / methanol / 1 h
5: 1.00 g / pyridine / 4 h
With
pyridine; sodium azide; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; [bis(acetoxy)iodo]benzene; 2,4,5-tri-tert-butylpyrimidine; potassium tert-butylate; sodium acetate; copper(II) sulfate; zinc;
3 A molecular sieve;
In
methanol; dichloromethane;
DOI:10.1002/chem.200400862
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 91 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf2O / 3 Angstroem molecular sieves / CH2Cl2 / -60 - 20 °C
2: t-BuOK / methanol / 1 h
3: 1.00 g / pyridine / 4 h
With
pyridine; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,5-tri-tert-butylpyrimidine; potassium tert-butylate;
3 A molecular sieve;
In
methanol; dichloromethane;
DOI:10.1002/chem.200400862
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 61 percent / NaN3; bisacetoxyiodobenzene / CH2Cl2 / 18 h
2: 91 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf2O / 3 Angstroem molecular sieves / CH2Cl2 / -60 - 20 °C
3: t-BuOK / methanol / 1 h
4: 1.00 g / pyridine / 4 h
With
pyridine; sodium azide; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; [bis(acetoxy)iodo]benzene; 2,4,5-tri-tert-butylpyrimidine; potassium tert-butylate;
3 A molecular sieve;
In
methanol; dichloromethane;
DOI:10.1002/chem.200400862
