Technology Process of 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside
There total 21 articles about 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C
2: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr
3: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C
4: 4-DMAP, EDCI / CH2Cl2 / 6 h / Ambient temperature
5: TsOH / methanol / 0.5 h / Ambient temperature
With
dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
palladium dihydroxide;
In
methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00028a035
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 34 percent / trifluoroacetic anhydride / trifluoroacetic acid / 24 h / Ambient temperature
2: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C
3: 85 percent / pyridine / 12 h / 0 °C
4: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C
5: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr
6: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C
7: 4-DMAP, EDCI / CH2Cl2 / 6 h / Ambient temperature
8: TsOH / methanol / 0.5 h / Ambient temperature
With
pyridine; dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; di-isopropyl azodicarboxylate; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic anhydride;
palladium dihydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/ja00028a035
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C
2: 85 percent / pyridine / 12 h / 0 °C
3: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C
4: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr
5: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C
6: 4-DMAP, EDCI / CH2Cl2 / 6 h / Ambient temperature
7: TsOH / methanol / 0.5 h / Ambient temperature
With
pyridine; dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; di-isopropyl azodicarboxylate; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00028a035