Technology Process of 3,6-anhydro-2-benzamido-4-O-benzoyl-2-deoxy-5,7,8-tri-O-methyl-D-erythro-L-ido-octitol
There total 11 articles about 3,6-anhydro-2-benzamido-4-O-benzoyl-2-deoxy-5,7,8-tri-O-methyl-D-erythro-L-ido-octitol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride; pyridine hydrochloride;
In
tetrahydrofuran;
for 12h;
DOI:10.1021/jo981435w
- Guidance literature:
-
Multi-step reaction with 10 steps
1: pyridine / 14 h
2: 85 percent / BF3*Et2O / CH2Cl2 / 1.5 h / 0 °C
3: 96 percent / K2CO3 / tetrahydrofuran; methanol / 0.25 h
4: DCC, DMAP / CH2Cl2 / 12 h
5: 42 percent / Bu3SnH, AIBN / toluene / Heating
6: LiAlH4 / tetrahydrofuran / 0 °C
7: imidazole / CH2Cl2 / 3.5 h
8: camphorsulfonic acid, H2 / Pd-C / ethyl acetate; methanol / 2 h / 2585.74 Torr
9: Et3N, DMAP / CH2Cl2 / 24 h
10: 83 percent / Bu4NF, pyridinium hydrochloride / tetrahydrofuran / 12 h
With
1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; pyridine hydrochloride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo981435w
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 85 percent / BF3*Et2O / CH2Cl2 / 1.5 h / 0 °C
2: 96 percent / K2CO3 / tetrahydrofuran; methanol / 0.25 h
3: DCC, DMAP / CH2Cl2 / 12 h
4: 42 percent / Bu3SnH, AIBN / toluene / Heating
5: LiAlH4 / tetrahydrofuran / 0 °C
6: imidazole / CH2Cl2 / 3.5 h
7: camphorsulfonic acid, H2 / Pd-C / ethyl acetate; methanol / 2 h / 2585.74 Torr
8: Et3N, DMAP / CH2Cl2 / 24 h
9: 83 percent / Bu4NF, pyridinium hydrochloride / tetrahydrofuran / 12 h
With
1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; pyridine hydrochloride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo981435w