Technology Process of 4'',6''-O-benzylidene-1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-(methylthio)-thiocarbonyldibekacin
There total 7 articles about 4'',6''-O-benzylidene-1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-(methylthio)-thiocarbonyldibekacin which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 80 percent / pyridine / dimethylformamide / 4 h / Ambient temperature
2: 72 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 40 °C / 20 Torr
3: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C6H6, r.t., overnight, 2.) C6H6, dioxane, r.t., 30 min
4: NH4OAc, NaBH3CN / methanol / Ambient temperature
5: 23 percent / Et3N / tetrahydrofuran; methanol / Ambient temperature
6: 1.) 8M NaOH / 1.) DMSO, r.t., 30 min, 2.) DMSO, 2 h
With
pyridine; sodium hydroxide; ammonium acetate; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.821
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 80 percent / pyridine / dimethylformamide / 4 h / Ambient temperature
2: 72 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 40 °C / 20 Torr
3: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C6H6, r.t., overnight, 2.) C6H6, dioxane, r.t., 30 min
4: NH4OAc, NaBH3CN / methanol / Ambient temperature
5: 23 percent / Et3N / tetrahydrofuran; methanol / Ambient temperature
6: 1.) 8M NaOH / 1.) DMSO, r.t., 30 min, 2.) DMSO, 2 h
With
pyridine; sodium hydroxide; ammonium acetate; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.821
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 72 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 40 °C / 20 Torr
2: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C6H6, r.t., overnight, 2.) C6H6, dioxane, r.t., 30 min
3: NH4OAc, NaBH3CN / methanol / Ambient temperature
4: 23 percent / Et3N / tetrahydrofuran; methanol / Ambient temperature
5: 1.) 8M NaOH / 1.) DMSO, r.t., 30 min, 2.) DMSO, 2 h
With
sodium hydroxide; ammonium acetate; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.821
