Technology Process of benzyl 4-O-(2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
There total 9 articles about benzyl 4-O-(2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: NaOAc / 4 h / 110 °C
2: 69.3 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.
3: 1percent NaOMe / methanol / Ambient temperature
4: ZnCl2 / Ambient temperature
5: NaH (60percent dispersion in oil) / dimethylformamide / -30 °C
6: toluene / Heating
With
trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium acetate; sodium hydride; zinc(II) chloride;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(89)84070-4
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaH (60percent dispersion in oil); 2.) 60percent aq. acetic acid; 3.) 0.1M H2SO4 / 1.) DMF, 90 deg C, 2 h; 2.) 90 deg C, 2 h; 3.) 90 deg C, 2 h
2: NaOAc / 4 h / 110 °C
3: 69.3 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.
4: 1percent NaOMe / methanol / Ambient temperature
5: ZnCl2 / Ambient temperature
6: NaH (60percent dispersion in oil) / dimethylformamide / -30 °C
7: toluene / Heating
With
trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; sodium methylate; sodium acetate; sodium hydride; acetic acid; zinc(II) chloride;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(89)84070-4
- Guidance literature:
-
Multi-step reaction with 3 steps
1: ZnCl2 / Ambient temperature
2: NaH (60percent dispersion in oil) / dimethylformamide / -30 °C
3: toluene / Heating
With
sodium hydride; zinc(II) chloride;
In
N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(89)84070-4