Technology Process of thiophenyl 1,7-dideoxy-7-methanesulfonylamido-2,3,4,6-tetra-O-benzyl-D-glycero-α-D-manno-heptopyranoside
There total 11 articles about thiophenyl 1,7-dideoxy-7-methanesulfonylamido-2,3,4,6-tetra-O-benzyl-D-glycero-α-D-manno-heptopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 4 steps
1: dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
2: sodium azide; tetrabutylammomium bromide / N,N-dimethyl-formamide / 24 h / 90 °C / Inert atmosphere
3: triphenylphosphine / toluene / 6 h / 60 °C / Inert atmosphere
4: toluene / 1 h / 20 °C / Inert atmosphere
With
dmap; sodium azide; tetrabutylammomium bromide; triphenylphosphine;
In
dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.201100396
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: potassium osmate(VI) dihydrate; water; potassium carbonate; potassium hexacyanoferrate(III) / toluene; tert-butyl alcohol / 96 h / 0 - 20 °C / Inert atmosphere
3.1: 1H-imidazole / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / Inert atmosphere
4.2: 0 - 20 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere
6.1: dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
7.1: sodium azide; tetrabutylammomium bromide / N,N-dimethyl-formamide / 24 h / 90 °C / Inert atmosphere
8.1: triphenylphosphine / toluene / 6 h / 60 °C / Inert atmosphere
9.1: toluene / 1 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; potassium osmate(VI) dihydrate; n-butyllithium; sodium azide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; sodium hydride; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol;
1.1: Wittig olefinization / 1.2: Wittig olefinization;
DOI:10.1002/chem.201100396
- Guidance literature:
-
Multi-step reaction with 2 steps
1: triphenylphosphine / toluene / 6 h / 60 °C / Inert atmosphere
2: toluene / 1 h / 20 °C / Inert atmosphere
With
triphenylphosphine;
In
toluene;
DOI:10.1002/chem.201100396